129313-92-4

Basic information

• Product Name: (1R,6R)-6-benzyloxycarbonylaminocyclohex-3-enecarboxylic acid
• Synonyms: (1R,6R)-6-benzyloxycarbonylaminocyclohex-3-enecarboxylic acid
• CAS NO: 129313-92-4
• Molecular Weight: 275.304
• Mol File: 129313-92-4.mol

Chemical Properties

• CAS DataBase Reference: (1R,6R)-6-benzyloxycarbonylaminocyclohex-3-enecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,6R)-6-benzyloxycarbonylaminocyclohex-3-enecarboxylic acid(129313-92-4)
• EPA Substance Registry System: (1R,6R)-6-benzyloxycarbonylaminocyclohex-3-enecarboxylic acid(129313-92-4)

Safety Data

• Hazardous Substances Data: 129313-92-4(Hazardous Substances Data)

Upstream product

• 503167-42-8 (1S,6R)-6-Isocyanato-cyclohex-3-enecarboxylic acid methyl ester 
• 91259-90-4 (1R,6S)-6-Benzyloxycarbonylamino-cyclohex-3-enecarboxylic acid methyl ester 
• 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 
• 100-51-6 benzyl alcohol 
• 91259-90-4 (1S,6R)-6-Benzyloxycarbonylamino-cyclohex-3-ene-1-carboxylic acid methyl ester 
• 31139-02-3 (1R,6S)-6-methoxycarbonyl-3-cyclohexene-1-carboxylic acid 
• 4841-84-3 dimethyl cis-1,2,3,6-tetrahydrophthalate 
• 91280-45-4 (1R,6R)-6-benzyloxycarbonylaminocyclohex-3-enecarboxylic acid methyl ester 

Downstream Products

• 1329602-72-3 C₂₀H₂₀N₂O₃S 
• 935470-08-9 ((1S,2R,5S)-7-Oxo-6-oxa-bicyclo[3.2.1]oct-2-yl)-carbamic acid benzyl ester 
• 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 

Relevant articles and documents

Second generation of fucose-based DC-SIGN ligands: Affinity improvement and specificity versus Langerin

DC-SIGN and Langerin are two C-type lectins involved in the initial steps of HIV infections: the former acts as a viral attachment factor and facilitates viral invasion of the immune system, the latter has a protective effect. Potential antiviral compounds targeted against DC-SIGN were synthesized using a common fucosylamide anchor. Their DC-SIGN affinity was tested by SPR and found to be similar to that of the natural ligand Lewis-X (LeX). The compounds were also found to be selective for DC-SIGN and to interact only weakly with Langerin. These molecules are potentially useful therapeutic tools against sexually transmitted HIV infection.

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.

CREATION OF NOVEL CHIRAL SYNTHONS WITH ENZYMES AND APPLICATIONS TO NATURAL PRODUCT SYNTHESIS. 15. EFFICIENT INTRODUCTION OF CHIRAL CENTERS INTO CYCLOHEXANE RING.

The chiral half-ester 2 obtained by asymmetric hydrolysis of the symmetric diester 1 with pig liver esterase has been shown to be a versatile synthon for various chiral cyclohexane derivatives.