190264-64-3

Basic information

• Product Name: (3S,5R)-1-ethynyl-3-hydroxy-2-methyl-5-[(vinyloxy)carbonyloxy]-1-cyclohexene
• Synonyms: (3S,5R)-1-ethynyl-3-hydroxy-2-methyl-5-[(vinyloxy)carbonyloxy]-1-cyclohexene
• CAS NO: 190264-64-3
• Molecular Weight: 222.241
• Mol File: 190264-64-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (3S,5R)-1-ethynyl-3-hydroxy-2-methyl-5-[(vinyloxy)carbonyloxy]-1-cyclohexene(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,5R)-1-ethynyl-3-hydroxy-2-methyl-5-[(vinyloxy)carbonyloxy]-1-cyclohexene(190264-64-3)
• EPA Substance Registry System: (3S,5R)-1-ethynyl-3-hydroxy-2-methyl-5-[(vinyloxy)carbonyloxy]-1-cyclohexene(190264-64-3)

Safety Data

• Hazardous Substances Data: 190264-64-3(Hazardous Substances Data)

Upstream product

• 113375-51-2 (3S,5R)-1-ethynyl-3,5-dihydroxy-2-methylcyclohex-1-ene 
• 190264-67-6 (3S,5R)-1-ethynyl-2-methyl-3,5-bis[(vinyloxy)carbonyloxy]-1-cyclohexene 
• 139705-38-7 acetone O-<(vinyloxy)carbonyl>oxime 
• 46117-43-5 vinyl phenyl carbonate 

Downstream Products

• 916480-03-0 (3S,5R,3'S,5'R)-1,1'-diethynyl-3,3'-dihydroxy-2,2'-dimethyl-5,5'-[butan(1,4-dicarbamoyloxy)]dicyclohex-1-ene 
• 916480-04-1 (3S,5R,3'S,5'R)-1,1'-diethynyl-3,3'-dihydroxy-2,2'-dimethyl-5,5'-[hexan(1,6-dicarbamoyloxy)]dicyclohex-1-ene 
• 916480-05-2 (3S,5R,3'S,5'R)-1,1'-diethynyl-3,3'-dihydroxy-2,2'-dimethyl-5,5'-[dodecane(1,12-dicarbamoyloxy)]dicyclohex-1-ene 
• 916479-99-7 (3S,5R)-5-[N-(4-aminobutyl)carbamoyloxy]-1-ethynyl-3-hydroxy-2-methylcyclohex-1-ene 
• 916480-01-8 (3S,5R)-5-[N-(6-aminohexyl)carbamoyloxy]-1-ethynyl-3-hydroxy-2-methylcyclohex-1-ene 
• 916480-02-9 (3S,5R)-5-[N-(12-aminododecyl)carbamoyloxy]-1-ethynyl-3-hydroxy-2-methylcyclohex-1-ene 
• 916480-08-5 (3S,5R,3'S,5'R)-3,3'-di[(tert-butyldimethylsilyl)oxy]-1,1'-diethynyl-2,2'-dimethyl-5,5'-[dodecane(1,12-dicarbamoyloxy)]dicyclohex-1-ene 
• 916480-07-4 (3S,5R,3'S,5'R)-3,3'-di[(tert-butyldimethylsilyl)oxy]-1,1'-diethynyl-2,2'-dimethyl-5,5'-[hexane(1,6-dicarbamoyloxy)]dicyclohex-1-ene 
• 916480-06-3 (3S,5R,3'S,5'R)-3,3'-di[(tert-butyldimethylsilyl)oxy]-1,1'-diethynyl-2,2'-dimethyl-5,5'-[butane(1,4-dicarbamoyloxy)]dicyclohex-1-ene 
• 190264-74-5 Carbamic acid (1R,5S)-3-ethynyl-5-hydroxy-4-methyl-cyclohex-3-enyl ester 
• 190264-78-9 (3-Amino-propyl)-carbamic acid (1R,5S)-3-ethynyl-5-hydroxy-4-methyl-cyclohex-3-enyl ester 
• 190264-75-6 Butyl-carbamic acid (1R,5S)-3-ethynyl-5-hydroxy-4-methyl-cyclohex-3-enyl ester 
• 190264-76-7 (2-Hydroxy-ethyl)-carbamic acid (1R,5S)-3-ethynyl-5-hydroxy-4-methyl-cyclohex-3-enyl ester 

Relevant articles and documents

Regioselective enzymatic syntheses of C-3 and C-5 carbonate A-ring stereoisomeric precursors of vitamin D

The synthesis of selectively modified A-ring precursors for the preparation of 1α,25-dihydroxyvitamin D3 analogues by enzymatic hydrolysis reaction of corresponding dicarbonates has been accomplished. Thus, Candida rugosa lipase (CRL) was found to hydrolyze with high selectivity the C-3 carbonate of stereoisomers 4a,b, and 4d, furnishing C-5 vinyloxycarbonates 5a,b, and 5d. On the other hand, Chromobacterium viscosum lipase exhibit opposite regioselectivity with cis enantiomers 4c and 4d, catalyzing hydrolysis at the C-5 carbonate for 4c and at C-3 position for 4d. In addition, CRL catalyzes the alkoxycarbonylation reaction at C-3 of diol 3d affording the monocarbonate complementary to the one obtained by the enzymatic hydrolysis process.