77522-15-7

Upstream product

• 18289-89-9 methyl (2R)-2,3-dihydroxypropanoate 
• 75-16-1 methylmagnesium bromide 
• 98-59-9 p-toluenesulfonyl chloride 
• 131308-44-6 2-<(R)-(1,4-dioxaspiro<4.5>dec-2-yl)>propan-2-ol 
• 82268-15-3 2-<(R)-2,2-dimethyl-1,3-dioxolane-4-yl>-2-propanol 
• 26097-28-9 (R)-(+)-3-methyl-1,2,3-butanetriol 
• 98070-15-6 1,3-dihydroxy-3-methyl-2-butanone 

Downstream Products

• 128219-60-3 (22ξ,24R)-3β,24,25-trihydroxy-22-phenylsulfonylcholesta-5,7-diene 
• 77517-60-3 (24R)-22ξ-phenylsulfonyl-3β-(2H-tetrahydropyran-2-yloxy)cholesta-5,7-diene-24,25-diol 
• 136463-26-8 (6R,22S,24R)-<24,25-dihydroxy-6-methoxy-9,10-seco-3,5-cyclocholesta-7,10(19)-dien-22-yl> phenyl sulfone 
• 136463-26-8 (6R,22R,24R)-<24,25-dihydroxy-6-methoxy-9,10-seco-3,5-cyclocholesta-7,10(19)-dien-22-yl> phenyl sulfone 
• 136463-26-8 (6S,22S,24R)-<24,25-dihydroxy-6-methoxy-9,10-seco-3,5-cyclocholesta-7,10(19)-dien-22-yl> phenyl sulfone 
• 136463-26-8 (6S,22R,24R)-<24,25-dihydroxy-6-methoxy-9,10-seco-3,5-cyclocholesta-7,10(19)-dien-22-yl> phenyl sulfone 
• 121262-48-4 (24R)-5α,8α-(1,4-dioxo-1,2,3,4-tetrahydrophthalazin-2,3-ylene)-22ξ-phenylsulfonyl-3β-(2H-tetrahydropyran-2-yloxy)cholest-6-en-24,25-diol 
• 249564-50-9 (20S,22ξ,24R)-3β-(tert-butyldimethylsilyloxy)-22-phenylsulfonylcholesta-5,7-diene-24,25-diol 
• 239100-23-3 (1R,3aR,4S,7aR,1S)-7a-methyl-1-[(1S,2RS,4R)-4,5-dihydroxy-1,5-dimethyl-2-(phenylsulphonyl)hexyl]octahydro-1H-inden-4-ol 
• 792959-56-9 (3R,6S)-5-Benzenesulfonyl-6-[(1R,3aR,4S,7aR)-4-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-2,10-dimethyl-10-trimethylsilanyloxy-undecane-2,3-diol 
• 770714-49-3 (6R,3R)-5-benzenesulfonyl-6-[(1R,3aR,4S,7aR)-4-(tert-butyldimethylsilanyloxy)-7a-methyloctahydroinden-1-yl]-2,10-dimethyl-10-(trimethylsilanyloxy)undecane-2,3-diol 
• 239100-36-8 (5Z,7E)-(1R,2R,3R,24S)-1,3,24-tris(tert-butyldimethylsilyloxy)-2-(3-tertbutyldimethylsilyloxypropoxy)-9,10-secocholesta-5,7,10⁽¹⁹⁾-triene 
• 239100-37-9 (5Z,7E)-(1R,2R,3R,24R)-1,3,24-tris(tert-butyldimethylsilyloxy)-2-(3-tertbutyldimethylsilyloxypropoxy)-9,10-secocholesta-5,7,10⁽¹⁹⁾-triene 
• 792959-71-8 (R)-5-benzenesulfonyl-6-[(1R,3aR,4S,7aR)-4-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-10-methyl-2-(R)-methyl-10-triethylsilanyloxy-undecane-2,3-diol 

Relevant academic research and scientific papers

d- and l-Serine, useful synthons for the synthesis of 24-hydroxyvitamin D3 metabolites. A formal synthesis of 1α,24R,25-(OH)3-D3, 24R,25-(OH)2-D3 and 24S,25-(OH)2-D3

d- and l-Serine have been used for the enantioselective synthesis of tosylates 7a and 7b, useful building blocks for the synthesis of triols 5a and 5b which have already been obtained via a diastereoselective synthesis and used for the synthesis of 2a, 2b and 2c. We have thus performed a formal synthesis of 24S,25-(OH)2-D3, 24R,25-(OH)2-D3 and 1α,24R,25-(OH)3-D3.

Synthesis of an Enantiomerically Pure Sterol Side-Chain Precursor by Enantioselective Reduction of 1,3-Dihydroxy-3-methyl-2-butanone with Baker's Yeast

1,3-Dihydroxy-3-methyl-2-butanone (1), accessible in 5 steps from 2-methyl-3-butyn-2-ol, is reduced by baker's yeast to (R)-(+)-3-methyl-1,2,3-butanetriol (2) with a high enantioselectivity.This chiral building block for the synthesis of various sterols with a modified side chain thus becomes available in 73percent yield with an enantiomeric excess of 90percent.

3-Alkylated (R)-2,3-Dihydroxyalkyl p-Toluenesulfonates - Homochiral Building Blocks for Modified Steroid Side Chains

Oxidative cleavage of 1,2:5,6-di-O-cyclohexylidene-D-mannitol (2) with lead(IV) acetate yields (R)-2,3-O-cyclohexylideneglyceraldehyde, which was transformed by oxidation and esterification into methyl 2,3-O-cyclohexylideneglycerate.Grignard reaction with

Synthesis and Determination of the Enantiomeric Pyrity of (R)- and (S)-2,3-Dihydroxy-3-methylbutyl p-Toluensulfonate

(R)- and (S)-2,3-dihydroxy-3-methylbutyl p-toluenesulfonate, used as building blocks for vitamine D3 metabolites and carotenoids, respectively, were resynthesized since differing melting points and optical rotations are reported in the literature.The give