93489-96-4

Upstream product

• 111594-56-0 2-oxobicyclo<3.1.0>hexane-1-carboxylic acid 
• 61996-11-0 2-oxo-bicyclo[3.1.0]hexane-1-carboxylic acid methyl ester 
• 2216-51-5 (-)-menthol 
• 1822-00-0 trimethylsilylmethyllithium 
• 74985-54-9 (-)-menthyl (1R,5R)-2-oxobicyclo<3.1.0>hexane-1-carboxylate 
• 27200-84-6 methyl triphenylphosphonium bromide 
• 74965-61-0 (1R,5R)-2-Oxo-bicyclo[3.1.0]hexane-1-carboxylic acid (1S,2R)-2-isopropyl-5-methyl-cyclohexyl ester 

Downstream Products

• 135447-02-8 (1R,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methylene-bicyclo[3.1.0]hexane-1-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 32222-06-3 calcitriol 
• 101046-89-3 (1R,3S,5S)-3-Hydroxy-2-methylene-bicyclo[3.1.0]hexane-1-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 111594-57-1 (1R,5S)-2-Methylene-3-oxo-bicyclo[3.1.0]hexane-1-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 101046-92-8 (1S)-1-methoxymethoxyvitamin D₃ 
• 101046-90-6 (-)-menthyl (1R,3S,5S)-3-methoxymethoxy-2-methylenebicyclo<3.1.0>hexane-1-carboxylate 
• 41294-56-8 1α-hydroxyvitamin D3 

Relevant academic research and scientific papers

A new synthetic route to 1,25-dihydroxy-vitamin D3

A synthesis of 1,25-dihydroxy-vitamin D3 using a new acetylenic Ring-A precursor is described. Ring-A synthons 4a or 4b can be prepared in homochiral form by a diastereoselective diazoester cyclization.

A Stereoselective Synthesis of 1α-Hydroxyvitamin D3

A stereoslelective synthesis of 1α-hydroxyvitamin D3 (16) was achieved through the solvolysis of the 3,5-cyclovitamin D3 (14) which was prepared form (-)-(1R,3S,5S)-3-methoxymethoxy-2-methylenebicyclohexanecarbaldehyde (13) and 8-bromomethylenedes-AB-cholestane (1).