223437-60-3

Upstream product

• 143705-63-9 (E)-(20R)-de-A,B-8-(bromomethylene)cholestan-25-ol 
• 215394-12-0 (3R,4R,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-4-methyl-oct-1-en-7-yne 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 215394-36-8 (3RS,4S,5R)-4-methyl-5-[(2-tetrahydropyranyl)oxy]oct-1-en-7-yn-3-ol 
• 223437-51-2 (4R,5S)-6-[(tert-butyldiphenylsilyl)oxy]-5-methyl-4-[(2-tetrahydropyranyl)oxy]-1-(trimethylsilyl)hex-1-yne 
• 223437-33-0 (2S,3RS)-1-[(tert-butyldiphenylsilyl)oxy]-2-methyl-3,4-epoxybutane 
• 132117-93-2 (R)-4-[(tert-butyldiphenylsilyl)oxy]-3-methylbut-1-ene 
• 215394-35-7 (2R,3R)-2-methyl-3-[(tetrahydropyranyl)oxy]hex-5-ynal 
• 215394-34-6 (2S,3R)-2-methyl-3-[(2-tetrahydropyranyl)oxy]hex-5-yn-1-ol 

Relevant academic research and scientific papers

Synthesis, biological evaluation, and conformational analysis of A-ring diastereomers of 2-methyl-1,25-dihydroxyvitamin D3 and their 20-epimers: Unique activity profiles depending on the stereochemistry of the A-ring and at C-20

All eight possible A-ring diastereomers of 2-methyl-1,25-dihydroxyvitamin D3 (2) and 2-methyl-20-epi-1,25-dihydroxyvitamin D3 (3) were convergently synthesized. The A-ring enyne synthons 19 were synthesized starting with methyl (S)-(

A novel and practical route to A-ring enyne synthon for 1α,25-dihydroxyvitamin D3 analogs: Synthesis of A-ring diastereomert of 1α,25-dihydroxyvitamin D3 and 2-methyl-1,25-dihydroxyvitamin D3

A novel and practical route to the A-ring enyne synthon (2), which can be versatile far a variety of A-ring analogs of 1α,25-dihydroxyvitamin D3 (1), was developed. This novel method led to an improved synthesis of the A-ring diastereomers of 1, the compounds 13-15, and synthesis of the new analogs, 2-methyl-1,25-dihydroxyvitamin D3 (4) with its all possible diastereomers. The biological evaluation of the 2-methyl analogs showed the ααβ-isomer to be more potent than 1.