124753-65-7

Basic information

• Product Name: CIS-2-(BENZYLOXYCARBONYLAMINO)-4-CYCLOHEXENE-1-CARBOXYLIC ACID
• Synonyms: CIS-1-(BENZYLOXYCARBONYL-AMINO)-CYCLOHEX-4-ENYL-2-CARBOXYLIC ACID;CIS-2-(BENZYLOXYCARBONYLAMINO)-4-CYCLOHEXENE-1-CARBOXYLIC ACID;CIS-6-BENZYLOXYCARBONYLAMINOCYCLOHEX-3-ENECARBOXYLIC ACID;Z-CIS-2-AMINOCYCLOHEXENECARBOXYLIC ACID;Z-1,2-CIS-ACHEC-OH;3-Cyclohexene-1-carboxylicacid,6-[[(phenylmethoxy)carbonyl]amino]-,(1R,6S)-rel-(9CI);cis-2-(Benzyloxycarbonylamino)-4-cyclohexene-1-carboxylic acid,98%;cis-6-(BenzyloxycarbonylaMino)-3-cyclohexene-1-carboxylic acid, 97%
• CAS NO: 124753-65-7
• Molecular Formula: C₁₅H₁₇NO₄
• Molecular Weight: 275.3
• Product Categories: N-CBZ
• Mol File: 124753-65-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 118-124 °C
• Boiling Point: 418.25°C (rough estimate)
• Flash Point: 249.4°C
• Appearance: /Solid
• Density: 1.1552 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.5200 (estimate)
• CAS DataBase Reference: CIS-2-(BENZYLOXYCARBONYLAMINO)-4-CYCLOHEXENE-1-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-2-(BENZYLOXYCARBONYLAMINO)-4-CYCLOHEXENE-1-CARBOXYLIC ACID(124753-65-7)
• EPA Substance Registry System: CIS-2-(BENZYLOXYCARBONYLAMINO)-4-CYCLOHEXENE-1-CARBOXYLIC ACID(124753-65-7)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 124753-65-7(Hazardous Substances Data)

Usage

Chemical Properties

off-white to beige powder

InChI:InChI=1/C15H17NO4/c17-14(18)12-8-4-5-9-13(12)16-15(19)20-10-11-6-2-1-3-7-11/h1-7,12-13H,8-10H2,(H,16,19)(H,17,18)/p-1/t12-,13+/m1/s1

Upstream product

• 54162-90-2 (cis)-6-aminocyclohex-3-ene-1-carboxylic acid 
• 501-53-1 benzyl chloroformate 
• 93603-11-3 1-methyl hydrogen 1,2-cis-1,2-cyclohex-4-ene dicarboxylate 
• 91259-90-4 (1R,6S)-6-Benzyloxycarbonylamino-cyclohex-3-enecarboxylic acid methyl ester 

Downstream Products

• 124678-06-4 [(1R,3R,4S,6S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-oxa-bicyclo[4.1.0]hept-3-yl]-carbamic acid benzyl ester 
• 124678-06-4 [(1R,3S,4R,6S)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-7-oxa-bicyclo[4.1.0]hept-3-yl]-carbamic acid benzyl ester 
• 124678-03-1 (1R,3S,4R,6S)-4-Benzyloxycarbonylamino-7-oxa-bicyclo[4.1.0]heptane-3-carboxylic acid methyl ester 
• 124678-08-6 Acetic acid (1R,3S,4R,6S)-4-benzyloxycarbonylamino-7-oxa-bicyclo[4.1.0]hept-3-ylmethyl ester 
• 124678-04-2 [(1S,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-cyclohex-3-enyl]-carbamic acid benzyl ester 
• 124678-05-3 Acetic acid (1R,6S)-6-benzyloxycarbonylamino-cyclohex-3-enylmethyl ester 
• 124678-02-0 ((1S,3R,4S,6R)-4-Hydroxymethyl-7-oxa-bicyclo[4.1.0]hept-3-yl)-carbamic acid benzyl ester 
• 935470-08-9 ((1S,2R,5S)-7-Oxo-6-oxa-bicyclo[3.2.1]oct-2-yl)-carbamic acid benzyl ester 
• 124678-01-9 ((1S,6R)-6-Hydroxymethyl-cyclohex-3-enyl)-carbamic acid benzyl ester 

Relevant articles and documents

Stereoselective synthesis of hydroxylated β-aminocyclohexanecarboxylic acids

A simple synthetic approach has been developed for the regio- and diastereoselective synthesis of hydroxylated 2-aminocyclohexanecarboxylic acid stereoisomers from 1,4-cyclohexadiene by the reductive opening of appropriate epoxide intermediates derived from the corresponding bicyclic β-lactams. This method has been extended to the synthesis of these hydroxylated β-amino acids in enantiomerically pure form.