Database Name - CHEMINFORMRX - The CHEMINFORMRX Reaction Search Service
Description - ChemInformRX is a chemical reaction database containing reaction
     information derived from documents covered in ChemInform.  The ChemInform
     Document Number is the Accession Number in ChemInformRX. The
     document-based database contains both single-step and multistep reactions.
     The records contain reaction information consisting of structure diagrams
     for reactants and products, ChemInform (CI) and CAS Registry Numbers (R)
     for all reactants, products, reagents, solvents, and catalysts, yields for
     many products, and textual reaction information. The reactants, reagents,
     and products are structure-searchable with a single reaction query. Roles,
     reaction sites, and mapping of atoms between reactants and products are
     also structure-searchable. The ChemInform and CAS Registry Numbers for all
     reaction participants, their roles, the textual reaction information, and
     yields are searchable. The records also contain bibliographic information,
     in-depth substance and subject indexing, and abstracts.
Subjects Covered - Single-step and multistep chemical reactions from journals indexed in
     ChemInform
Classification Code - CHEMISTRY; REACTION INFORMATION
Sources - Journals covered for ChemInform from January 1991 to the present
File Data - 1991 to present; About 55,700 records (10/96); About 250,000 single-step
     reactions (10/96); About 190,000 multistep reactions (10/96); Updated quarterly with about
     5,000 new records
Language - English
User Aids - ChemInformRX Database Description; Building and Searching Structures on
     STN; STNGUIDE; Online Helps (HELP DIRECTORY lists all help messages
     available)
NTE  REVISED: 1/93: file cluster information added.
Producer - Fachinformationszentrum Chemie GmbH
     Postfach 126050
     W-1000 Berlin 12
     F.R. Germany
     STNmail: HLPFCHK
     Phone:   (+49) 30/319003-0
     Telefax: (+49) 30/3132037
     Telex:   181255 fizc d
     Copyright Holder
Supplier - Fachinformationszentrum Chemie GmbH
     Postfach 126050
     W-1000 Berlin 12
     F.R. Germany
     STNmail: HLPFCHK
     Phone:   (+49) 30/319003-0
     Telefax: (+49) 30/3132037
     Telex:   181255 fizc d
     Copyright Holder

Search Fields:
 There are no fields that allow left truncation in this file.

			   |         |               |
     SEARCH FIELD NAME     | SEARCH  |    SEARCH     |   DISPLAY
			   |  CODE   |    EXAMPLE    |    CODES
===========================+=========+===============+=============
Basic Index (contains CAS  |None (or |S 50-00-0      |TI, AB, RX
Registry Numbers for all   |/BI)     |S HYDROGENATION|formats
			   |         |?              |
reactants, products,       |         |S 13129-23-2(L)|
reagents, solvents,        |         |96695-24-8     |
catalysts, and single words|         |               |
from reaction information, |         |               |
title, abstract and all .CN|         |               |
and .KW fields)            |         |               |
Accession Number           |/AN      |S 9101087/AN   |AN
Author                     |/AU      |S VOSS?/AU     |AU
Catalyst                   |/CAT     |S 498/CAT      |RX formats
			   |         |S ANY/CAT      |
CAS Registry Number        |/CAT.RN  |S 1314-15-4/CAT|RX formats
			   |(or /CAT)|.RN            |
Chemical Name              |/CAT.CN  |S PLATINUM/CAT.|RX formats
			   |(or /CAT)|CN             |
Keyword                    |/CAT.KW  |S ACID/CAT.KW  |RX formats
			   |(or /CAT)|               |
Classification Code        |/CC      |S K2570/CC     |CC
Corporate Source           |/CS      |S BASF/CS      |CS
Data Entry Date (1)        |/DED     |S 19920522/DED |Not displayed
Entry Date (1)             |/ED      |S 910413/ED    |Not displayed
International Standard     |/ISN     |S 0044-8809/ISN|SO
(Document) Number          |         |               |
Issue (1)                  |/IS      |S 10/IS        |SO
Journal Title              |/JT      |S TETRAHEDRON/J|SO
			   |         |T              |
Keywords                   |/KW      |S ALKYLATION?/K|RX formats
			   |         |W              |
Language                   |/LA      |S EN/LA        |LA
NonProduct                 |/NPRO    |S 10024-97-2/NP|RX formats
			   |         |RO             |
Notes                      |/NTE     |S SEALED TUBE/N|RX formats
			   |         |TE             |
Number of Stages (1)       |/NSS     |S 2/NSS        |Not displayed
Number of Steps (1)        |/NS      |S 1/NS         |Not displayed
			   |         |S 109-99-9(L)71|
			   |         |-43-2(L)1/NS   |
Page Number (1)            |/PGNO    |S 10/PGNO      |SO
Pressure (1)               |/P       |S P>1          |RX formats
Product                    |/PRO     |S 96/PRO       |RX formats
CAS Registry Number        |/PRO.RN  |S 50-00-0/PRO.R|RX formats
			   |(or /PRO)|N              |
Keyword                    |/PRO.KW  |S ALCOHOL/PRO.K|RX formats
			   |(or /PRO)|W              |
Publication Year (1)       |/PY      |S 1991/PY      |SO
Reactant                   |/RCT     |S 95/RCT       |RX formats
			   |         |S 95/RCT(L)96/P|
			   |         |RO             |
CAS Registry Number        |/RCT.RN  |S 75-09-2/RCT.R|RX formats
			   |(or /RCT)|N              |
Keyword                    |/RCT.KW  |S HETEROCYCLE/R|RX formats
			   |(or /RCT)|CT.KW          |
Reagent                    |/RGT     |S 18/RGT       |RX formats
CAS Registry Number        |/RGT.RN  |S 7987-68-5/RGT|RX formats
			   |(or /RGT)|.RN            |
Chemical Name              |/RGT.CN  |S BR2/RGT.CN   |RX formats
			   |(or /RGT)|               |
Keyword                    |/RGT.KW  |S AMINE/RGT.KW |RX formats
			   |(or /RGT)|               |
Reactant or Reagent        |/RRT     |S 45799/RRT    |RX formats
Source (contains journal   |/SO      |S TETRAB/SO    |SO
title, CODEN and ISSN,     |         |               |
collation and pagination)  |         |               |
Solvent                    |/SOL     |S 123/SOL      |RX formats
CAS Registry Number        |/SOL.RN  |S 60-29-7/SOL.R|RX formats
			   |(or /SOL)|N              |
Chemical Name              |/SOL.CN  |S MEOH/SOL.CN  |RX formats
			   |(or /SOL)|               |
Keyword                    |/SOL.KW  |S ALCOHOL/SOL.K|RX formats
			   |(or /SOL)|W              |
Temperature (1)            |/T       |S 100/T        |RX formats
Keyword                    |/T.KW    |S REFLUX/T.KW  |RX formats
Title                      |/TI      |S CATALY?/TI   |TI
Update Date (1)            |/UP      |S UP>910821    |Not displayed
Volume (1)                 |/VL      |S 1/VL         |SO
Yield Product (1)          |/YDP     |S 90-100/YDP   |RX formats
			   |         |S 502-49-8/PRO(|
			   |         |A)94-100/YDP   |
Yield Product Text         |/YDPT    |S NONE/YDPT    |Not displayed
			   |         |S 502-49-8/PRO(|
			   |         |A)(95-100/YDP O|
			   |         |R NONE/YDTP)   |
Yield Stage (1)            |/YDS     |S 90<YDS       |RX formats
			   |         |S 502-49-8/PRO(|
			   |         |L)94-100/YDS(L)|
			   |         |1/NS           |
Yield Stage Text           |/YDST    |S NONE/YDST    |Not displayed
			   |         |S 502-49-8/PRO(|
			   |         |L)(95-100/YDS O|
			   |         |R NONE/YDST) (L|
			   |         |) 1/NS         |

 (1) Numeric search field that may be searched with numeric operators or
     ranges.

					 |
	 STRUCTURE SEARCH FIELD          |STRUCTURE SEARCH EXAMPLES
=========================================+=========================
L-numbers of structures built using the  |SEARCH L1 CSS FUL
STRUCTURE command or uploaded from       |S L1 NOT L2
STN Express (Boolean logic allowed       |
between the L-numbers)                   |
L-numbers of screen sets created using   |S L3 OR L4
the SCREEN command  (Boolean logic       |
allowed between the L-numbers)           |
L-numbers of structures built using the  |S L1 NOT L3
STRUCTURE command or uploaded from STN   |
Express combined with L-numbers of screen|
sets created using the SCREEN command    |
(Boolean logic allowed between the       |
   L-numbers)                               |

 The L-number answer set from a structure search may be combined with text
     terms, e.g., S L6 (L) ANY/CAT

	    |                       |      |
 STRUCTURE  |      DEFINITION       |SEARCH|     SEARCH
SEARCH TYPE |                       | CODE |    EXAMPLES
============+=======================+======+=================
Substructure|Search for substances  |SSS   |SEARCH L1 SSS FUL
(default)   |that match the query.  |      |S L2
	    |Substitution is allowed|      |
	    |at all open positions. |      |
Closed      |Search for substances  |CSS   |SEARCH L1 CSS FUL
Substructure|that match the query   |      |SEA L4 CSS
	    |exactly.  Substitution |      |
	    |is allowed at positions|      |
	    |opened by CONNECT.     |      |


	     |                          |       |
  STRUCTURE  |        DEFINITION        |SEARCH |      SEARCH
SEARCH SCOPE |                          | CODE  |     EXAMPLES
=============+==========================+=======+===================
Sample       |Search a fixed 5% of the  |SAM    |SEARCH L1 SAM SSS
(default)    |file.                     |       |
Full         |Search 100% of the file.  |FUL    |S L5 SSS FUL
Range (1)    |Search a user-specified   |RAN    |S L4 RAN=(V112)
	     |portion of the file.      |       |S L1 RAN=(RCR)
Subset Sample|Search a fixed sample of  |SUB SAM|S L9 SUB=L8 SAM
	     |an answer set created by a|       |
	     |search in CHEMINFORMRX.   |       |
Subset Range |Search a user-specified   |SUB RAN|S L12 SUB=L11
(1)          |portion of an answer set  |       |RAN=(9101000,910700
	     |                          |       |0)
	     |created by a search in    |       |S L3 SUB=L2
	     |CHEMINFORMRX.             |       |RAN=(910100,920100)
Subset Full  |Search 100% of an answer  |SUB FUL|S L2 CSS SUB=L1 FUL
	     |set created by a search   |       |
	     |in CHEMINFORMRX           |       |


Display Fields:
 Any combination of display fields and formats may be used to display or print
 answers. Multiple Codes must be separated by commas or spaces. The fields are
 displayed or printed in the order requested. Hit-term highlighting is
 available in the bibliographic and RX fields. In the RX fields, highlighting
 occurs in the Reaction Map and in the Reaction Summary. Highlighting must be
 ON in order to use the HIT, FHIT, OCC, PATH, FPATH, SPATH, and FSPATH formats.
 The default display format is a combination of two formats: FHIT CBIB.

      |                                    |
FORMAT|              CONTENT               |     EXAMPLES
======+====================================+==================
RX    |Reactions (Map, Diagram, Summary    |D TI RX
      |for all single-step reactions)      |
RX(n) |Reaction n (Map, Diagram, Summary   |D RX(3),RX(5)
      |for reaction n)                     |
RXF   |Reactions (Map, Diagram, Summary    |D RXF
      |for all single-step reactions plus  |
      |all substance keywords and chemical |
      |names in the reaction summary)      |
RXF(n)|Reaction n (Map, Diagram, Summary   |D BIB,RXF(1)
      |for reaction n plus  all substance  |
      |keywords and chemical names in the  |
      |reaction summary)                   |
RXG   |Reaction Graphics (Map and Diagram  |D RXG CBIB
      |for all single-step reactions)      |
RXG(n)|Reaction n Graphics (Map and        |D RXG(5)
      |Diagram for reaction n)             |
RXL   |Reaction Long (Map, Diagram,        |DIS RXL
      |Summary for all single-step         |
      |reactions)                          |
RXL(n)|Reaction n Long (Map, Diagram,      |D RXL(8) RXL(13)
      |Summary for all steps of reaction n)|
RXS   |Reaction Summary (Map and Summary   |D TI AU RXS
      |for all single-step reactions)      |
RXS(n)|Reaction n Summary (Map and Summary |D RXS(13)
      |for reaction n)                     |
AB    |Abstract                            |D AB
AN    |Accession Number                    |DISPLAY L2 1-10 AN
AU    |Author                              |D AU TI
CC    |Classification Code                 |D CC TI
CS    |Corporate Source                    |D AU CS
ISN   |International Standard (Document)   |D ISN
      |Number                              |
JT    |Journal Title                       |D JT
LA    |Language                            |D LA
PY    |Publication Year                    |D PY
RX    |Reactions                           |D RX
SO    |Source (Name of Journal, Volume,    |D TI AU SO
      |Issue, Pages, Publication Year,     |
      |CODEN, ISSN)                        |
TI    |Title                               |D TI RX
ABS   |AN, AB                              |DIS 2,4,6 CBIB ABS
ALL   |AN, TI, AU, CS, SO, LA, CC, AB, RX  |D L2 1-7 ALL
BIB   |AN, TI, AU, CS, SO, LA              |D 1-3 BIB
CBIB  |AN, plus Compressed Bibliographic   |DISPLAY L1 1 CBIB
      |Data                                |
FHIT  |First HIT Reaction Map, Diagram,    |D FHIT
      |and Summary                         |
FPATH |Full PATH - PATH plus Reaction      |D BIB FPATH
      |Summary                             |
FSPATH|Full SPATH - SPATH plus Reaction    |D FSPATH
      |Summary                             |
PATH  |Reaction Map(s) and Diagram(s) of   |D PATH
      |longest PATH(s). Displays all hit   |
      |reactions except those whose steps  |
      |are totally included within another |
      |hit reaction                        |
SCAN  |FHIT and Title (random display with |D SCAN
      |no answer number)                   |
SPATH |Reaction Map(s) and Diagram(s) for  |D SPATH
      |short PATH(s).   Displays reactions |
      |having a hit substance in the first |
      |and last step except for those      |
      |whose steps are totally included    |
      |within another SPATH reaction       |
HIT   |Reaction Map, Diagram, Summary for  |D CBIB HIT
      |all hit reactions                   |
OCC   |All hit fields and the number of    |DIS 1-10 OCC
      |occurrences of the hit terms in     |
      |each field. Includes total number   |
      |of HIT, PATH, SPATH reactions.      |
      |Labels reactions that have          |
      |incomplete verifications            |

SELECT and SORT Fields

 The SELECT command is used to create E-numbered lists of terms taken
 from the specified field in an answer set.

 The SORT command is used to rearrange the search results in either
 alphabetic or numeric order of the specified field(s).

 Field Name                           Field Code   SELECT    SORT

 Abstract Text                              AB       Y (1)    N
 Abstract                                   AB       Y        N
 Accession Number                           AN       Y        N
 Author                                     AU       Y        Y
 Catalyst CAS Registry Number               CAT.RN   Y        N
 Catalyst Chemical Name                     CAT.CN   Y        N
 Catalyst CI Registry Number                CAT      Y        N
 Catalyst Keyword                           CAT.KW   Y        N
 Classification Code                        CC       Y        Y
 CODEN                                      CODEN    N        Y
 Corporate Source                           CS       Y        Y
 International Standard                     ISN      Y        N
  (Document) Number
 International Standard Serial              ISSN     N        Y
  Number
 Journal Title                              JT       Y        Y
 Keywords                                   KW       Y        Y
 Language                                   LA       Y        Y
 Non Product                                NPRO     Y        N
 Occurrence Count of hit term               OCC      N        Y
 Product CAS Registry Number                PRO.RN   Y        N
 Product CI Registry Number                 PRO      Y        N
 Product Keyword                            PRO.KW   Y        N
 Publication Year                           PY       Y        Y
 Reactant CAS Registry Number               RCT.RN   Y        N
 Reactant CI Registry Number                RCT      Y        N
 Reactant Keyword                           RCT.KW   Y        N
 Reactant-Reagent                           RRT      Y        N
 Reaction Note                              NTE      Y        N
 Reaction n                                 RX(n)    Y (2)    N
 Reactions                                  RX       Y (2)    N
 Reagent CAS Registry Number                RGT.RN   Y        N
 Reagent Chemical Name                      RGT.CN   Y        N
 Reagent CI Registry Number                 RGT      Y        N
 Reagent Keyword                            RGT.KW   Y        N
 Solvent CAS Registry Number                SOL.RN   Y        N
 Solvent Chemical Name                      SOL.CN   Y        N
 Solvent CI Registry Number                 SOL      Y        N
 Solvent Keyword                            SOL.KW   Y        N
 Source (Name of Journal,                   SO       Y (3)    N
  CODEN, ISSN, Volume, Issue,
  Page, Publication Year)
 Title                                      TI       Y        Y

 (1) HIT may be used to restrict terms extracted to terms that
     match the search expression used to create the answer set,
     e.g., SEL HIT RX.
 (2) Selects ChemInform Registry Numbers.
 (3) Selects CODEN and ISSN.

Sample Records
DISPLAY ALL

AN   9101087    CHEMINFORMRX
TI   Asymmetric nitrogen.  LXXI.  Asymmetric synthesis and lactonization
     of 1-.beta.-hydroxyalkylaziridine-2-carboxylic Esters into
     4-Oxa-1-azabicyclo(4.1.0)heptan-5-ones
AU   SHUSTOV, G. V.; KRUTIUS, O.; VOZNESENSKII, V. N.; CHERVIN, I. I.;
     EREMEEV, A. V.; KOSTYANOVSKII, R. G.; POLYAK, F. D.
CS   Inst. Chem. Phys., Acad. Sci. USSR, B-334 Moscow, USSR
SO   Tetrahedron, 46(19), 6741-52 (1990)
     CODEN: TETRAB   ISSN: 0040-4020
LA   English
AB   Gabriel-Cromwell reaction of dibromo ester (I) with 2-aminoalkanols
     (II) yields the separable diastereomers (III) and (IV); subsequent
     lactonization of each stereoisomer leads stereospecifically to the
     title compounds, e.g. (V). Analogously 1-menthyl .alpha.,.beta.-
     dibromopropionate is cyclized with 2-amino-2-methyl-1-propanol and
     the resulting aziridines are transformed into lactones. The absolute
     configurations of all compounds prepared are determined by CD
     spectroscopy and different lactonization rates are explained on the
     basis of the configurational results.
CC   O0030 stereochemistry (including chemical procedures for optical
     resolution)

RX(1) OF 6    2I  + 2II  ===>  III  +  IV...

     RX(1) OF 6     2 I  +  2 II  ===>  III  +  IV...


     ------------------------------------------------

		    Br

		    *
		  .
MeO ........C(O)CHCH2 ..........*...Br



2 I

     ------------------------------------------------

	  H
	  .
	 .
	.   H.
       .    .
      .   .
HOCH2CN .       *   H
      ...............
	.
	 .
	  Et



2 II

     ------------------------------------------------

		       C.
		      . .*     Et
		     .   .     .
		  .  C*...N.   .
MeO ........C(O)     *       . CCH2O           H
		      .        .    ............
		      H        .
			       .
			       H



III

YIELD 49.5%

     ------------------------------------------------

		 C.
		. .*     Et
	       .   .     .
	   .   C*...N.   .
MeOC(O).       *       . CCH2OH
		.        .
		H        .
			 .
			 H



IV

YIELD 35.4%


RX(1)     RCT  I, 5348 (1729-67-5)
	       II, 5349 (96-20-8), CHIRAL
	  RGT  216 (121-44-8), Et3N
	  SOL  6 (75-05-8), MeCN
	  PRO  III, 5350 (124931-59-5), CHIRAL
	       IV, 5351 (124931-59-5), CHIRAL
	  YDS  85.0 %
	  T    0.0 - 60.0 Cel
	  KW   Alkylation; N-Alkylation
	  NTE  reaction:I + II* -> III* and IV*, VARIANTE#1
	  CMT  Products 1+2 isolated in 85.00% yield



     RX(2) OF 6     2 I  +  2 II  ===>  III  +  IV...


     ------------------------------------------------

		    Br

		    *
		  .
MeO ........C(O)CHCH2 ..........*...Br



2 I

     ------------------------------------------------

	CH2OH
	.
       .
    Me.   H.
    . .   .
   . .  .
MeCHCN .      *   H
   . ..............
      .
       .
	H



2 II

     ------------------------------------------------

		       C.
		      . .*     H
		     .   .     .
		  .  C*...N .  .
MeO ........C(O)     *       . CCHMe
		      .        ..
		      H        . .
			       . Me
			       . .
			       .
			       .
			       CH2O..........H



III

YIELD 67.4%

     ------------------------------------------------

		 C.
		. .*     H
	       .   .     .
	   .   C*...N .  .
MeOC(O)        *       . CCHMe
		.        ..
		H        . .
			 . Me
			 . .
			 .
			 .
			 CH2OH



IV

YIELD 21.5%


RX(2)     RCT  I, 5348 (1729-67-5)
	       II, 5352 (473-75-6), CHIRAL
	  RGT  216 (121-44-8), Et3N
	  SOL  6 (75-05-8), MeCN
	  PRO  III, 5353 (124931-61-9), CHIRAL
	       IV, 5354 (124931-61-9), CHIRAL
	  YDS  89.0 %
	  T    0.0 - 60.0 Cel
	  KW   Alkylation; N-Alkylation
	  NTE  reaction:I + II* -> III* and IV*, VARIANTE#2
	  CMT  Products 1+2 isolated in 89.00% yield



     RX(3) OF 6     ...III  ===>  V


     ------------------------------------------------

		       C.
		      . .      Et
		     .   .     .
		  .  C....N.   .
MeO ....*...C(O)     .       . CCH2O       *   H
		      .        .    ............
		      H        .
			       .
			       H



III

     ------------------------------------------------

	 H
	 .
	 .       :O
       ..C .    :
    C. .    . C:
    . .       .
   . .         *
   N.          O
    .         .
     .       .
      C.....C
     . .
   .   .
 .    H.
Et



V

YIELD 74.0%


RX(3)     RCT  III, 5350 (124931-59-5), CHIRAL
	  RGT  1131 (6674-22-2), DBU
	  SOL  6 (75-05-8), MeCN
	  PRO  V, 5355 (124931-63-1), CHIRAL
	  YDS  74.0 %
	  KW   Acylation; O-Acylation; Esterification
	  NTE  reaction:III* -> V*, VARIANTE#1



     RX(4) OF 6     ...III  ===>  V


     ------------------------------------------------

		       C.
		      . .      H
		     .   .     .
		  .  C....N.   .
MeO ....*...C(O)     .       . CCHMe
		      .        ..
		      H        . .
			       . Me
			       . .
			       .
			       .
			       CH2O......*...H



III

     ------------------------------------------------

	     H
	     .
	     .       :O
	   ..C .    :
	C. .    . C:
	. .       .
       . .         *
       N.          O
	.         .
	 .       .
	 .C.....C
	.  .
      .   .
    .     H
i-Pr



V

YIELD 81.0%


RX(4)     RCT  III, 5353 (124931-61-9), CHIRAL
	  RGT  1131 (6674-22-2), DBU
	  SOL  6 (75-05-8), MeCN
	  PRO  V, 5356 (124931-64-2), CHIRAL
	  YDS  81.0 %
	  KW   Acylation; O-Acylation; Esterification
	  NTE  reaction:III* -> V*, VARIANTE#2