128387-36-0

Upstream product

• 114694-13-2 Toluene-4-sulfonic acid (S)-2-{(R)-4-[2-[(3S,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 128387-35-9 (1S),3(R)-bis<(tert-butyldimethylsilyl)oxy>-20(S)-(hydroxymethyl)-9,10-secopregna-5(E),7(E),10(19)-triene 
• 143884-24-6 Toluene-4-sulfonic acid (S)-2-{(R)-4-[2-[(S)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester 
• 87417-26-3 tert-Butyl-dimethyl-{(S)-3-[(R)-7a-methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-yloxy}-silane 
• 87407-49-6 (S)-2-{(R)-4-[1-[(S)-6-(tert-Butyl-dimethyl-silanyloxy)-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-1-yl]-meth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propan-1-ol 
• 87407-73-6 (S)-3-[(R)-7a-Methyl-1-((E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl)-octahydro-inden-(4E)-ylidenemethyl]-2,2-dioxo-2,3,4,5,6,7-hexahydro-1H-2λ⁶-benzo[c]thiophen-5-ol 
• 50-14-6 vitamin D₂ 

Downstream Products

• 114694-13-2 Toluene-4-sulfonic acid (S)-2-{(R)-4-[2-[(3S,5R)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl ester 
• 953786-77-1 C₃₆H₆₄O₃Si₂S 
• 1356484-69-9 ethyl 2-{(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl}-2H-tetrazole-5-carboxylate 
• 1356484-71-3 ethyl 1-{(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl}-1H-tetrazole-5-carboxylate 
• 1356484-44-0 (1R,3S,5Z)-5[(E)-2-((1R,3aS,7aR)-hexahydro-1-{(S)-1-[5-(2-hydroxypropan-2-yl)-1H-tetrazol-1-yl]propan-2-yl}-7a-methyl-1H-inden-4(7aH)-ylidene)ethylidene]-4-methylenecyclohexane-1,3-diol 
• 1356484-73-5 2-(2-{(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl}-2H-tetrazole-5-yl)propan-2-ol 
• 1356484-75-7 2-(1-{(S)-2-[(1R,3aS,7aR,E)-4-((E)-2-{(3S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylenecyclohexylidene}ethylidene)-7a-methyloctahydro-1H-inden-1-yl]propyl}-1H-tetrazole-5-yl)propan-2-ol 
• 953786-79-3 C₂₆H₄₂SO₄ 
• 953786-78-2 C₅₄H₈₈SO₄Si₃ 
• 114694-13-2 (5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-p-toluenesulfonate 
• 143884-27-9 (R)-5-{(R)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2,2-difluoro-hexanoic acid methyl ester 
• 144907-43-7 (R)-5-{(R)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-2-oxo-hexanoic acid methyl ester 
• 143884-28-0 (R)-6-{(R)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-3,3-difluoro-2-methyl-heptan-2-ol 
• 131496-31-6 (R)-3-{(R)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-butyraldehyde 

Relevant academic research and scientific papers

Vitamin D heterocyclic analogues; Part 2: Synthesis of the first vitamin D analogues with a tetrazole ring at the side chain

Access to the calcitriol analogues with a tetrazole ring at the side chain was very efficiently achieved using the Calverley-Choudhry approach instead of the Wittig-Horner method, which gave very low yields. Georg Thieme Verlag Stuttgart. New York.

The thioacetate approach to vitamin D analogues. Part 2: Synthesis of (25S)-23-thia-1α,25,26-trihydroxyvitamin D3

(25S)-23-Thia-1α,25,26-trihydroxyvitamin D3 (4) was prepared from alcohol 5 in 56% overall yield (five steps) using our previously developed methodology. Alcohol 5 was synthesized from commercially available vitamin D2.

An improved synthesis of 24,24-difluoro-1α,25-dihydroxyvitamin D3 from readily available vitamin D2

An improved synthesis of a highly potent vitamin D3 analog, 24,24-difluoro-1α,25-dihydroxyvitamin D3 (1b) has been accomplished via vitamin D2-SO2 adducts. The introduction of fluorine atoms was performed by tre

An improved synthesis of 24,24-difluoro-1α,25-dihydroxy-vitamin D3 from vitamin D2

An improved synthesis of a highly potent vitamin D3 analog, 24,24-difluoro-1α,25-dihydroxyvitamin D3 has been accomplished. The total yield was 9.3% from inexpensive vitamin D2 in 11 steps.