326598-94-1

Upstream product

• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 108-05-4 vinyl acetate 
• 156526-48-6 cis,cis-1-(methoxycarbonyl)-3,5-dihydroxycyclohexane 

Downstream Products

• 326599-01-3 Methyl (1R,3S,5R)-3-acetoxy-5-tosyloxy-cyclohexanecarboxylate 
• 326599-07-9 methyl (1R,3S,5S)-3-acetoxy-5-benzoyloxycyclohexanecarboxylate 
• 326599-08-0 Methyl (1R,3S,5S)-5-benzoyloxy-3-hydroxy-cyclohexanecarboxylate 
• 326599-10-4 methyl (1S,3S,5S)-5-hydroxy-3-tosyloxy-cyclohexanecarboxylate 
• 326599-04-6 Methyl (1R,3R,5R)-3-hydroxy-5-tosyloxy-cyclohexanecarboxylate 
• 326599-02-4 methyl (1R,3S,5R)-3-hydroxy-5-tosyloxycyclohexanecarboxylate 
• 326599-42-2 (2R,3aS,4aS)-2-(tert-butyldiphenylsilyloxy)bicyclo[3.1.0]hexane-3a-carbaldehyde 
• 326599-37-5 (2S,3aR,4aR)-2-(tert-butyldiphenylsilyloxy)bicyclo[3.1.0]hexane-3a-carbaldehyde 
• 386766-77-4 methyl (1R,3R,5R)-3-acetoxy-5-tosyloxycyclohexanecarboxylate 
• 326599-46-6 [(1R,3R,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hex-1-yl]-methanol 
• 326599-41-1 [(1S,3R,5S)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hex-1-yl]-methanol 
• 326599-36-4 [(1R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hex-1-yl]-methanol 
• 386766-87-6 C₂₃H₂₇⁽²⁾HO₂Si 
• 326599-45-5 (1R,3R,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-bicyclo[3.1.0]hexane-1-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Precursors of the A-ring of vitamin D and method and intermediates for the preparation thereof

The invention relates to precursors of the A-ring of vitamin D, of the formula (I): in which A, R, R1and R2are as defined in the specification. The invention also relates to a method of preparing compounds (I) comprising the enzymati

Asymmetrization of all-cis-3,5-dihydroxy-1-(methoxycarbonyl)cyclohexane and of the 4-methyl and 4-ethyl substituted homologues

Enantiomerically pure mono acylated derivatives of cis,cis-3,5-dihydroxy-1-(methoxycarbonyl)cyclohexane 1, all-cis-3,5-dihydroxy-4-methyl-1-(methoxycarbonyl)cyclohexane 2 and all-cis-3,5-dihydroxy-4-ethyl-1-(methoxycarbonyl)cyclohexane 3 were obtained upon lipase catalyzed asymmetrization. PPL-catalyzed transesterification of 1 with vinyl acetate led in high yield to the (S)-monoacetate (+)-13. With substrates 2 and 3 this process was slower and gave the (R)-monoacetates (-)-14 and (-)-15; the best results were obtained with SAM II lipase. On the other hand, enantiotoposelective hydrolysis of their diacetates and especially dibutyrates gave useful results only for the 4-substituted substrates and produced the (S)-monoesters. Copyright (C) 2000 Elsevier Science Ltd.