282724-92-9

Upstream product

• 282724-85-0 8β-tert-butyldimethylsilyloxy-(17E)-{1-[4-(methyloxycarbonyl)phenyl]methylidene}-de-A,B-androstane 
• 307318-58-7 8β-tert-butyldimethylsilyloxy-(17Z)-{1-[4-(methyloxycarbonyl)phenyl]methylidene}-de-A,B-androstane 
• 282724-84-9 8β-tert-butyldimethylsilyloxy-(17E)-[1-(4-bromophenyl)methylidene]-de-A,B-androstane 
• 282724-90-7 (17Z)-{1-[4-(methyloxycarbonyl)phenyl]methylidene}-de-A,B-androstan-8β-ol 
• 140659-26-3 8β-[(tert-butyldimethylsilyl)oxy]de-A,B-androstan-17β-one 
• 38186-51-5 diethyl (4-bromobenzyl)phosphonate 
• 81522-68-1 [(2Z)-2-[(3S,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide 
• 282724-91-8 (17Z)-{1-[4-(methyloxycarbonyl)phenyl]methylidene}-de-A,B-androstan-8-one 

Downstream Products

• 282724-93-0 (17Z)-1α-tert-butyldimethylsilyloxy-20-[4-(dimethylhydroxymethyl)phenyl]-17,20-didehydro-21,22,23,24,25,26,27-heptanorvitamin D₃ tert-butyldimethylsilyl ether 

Relevant academic research and scientific papers

Synthesis of new aromatic (C17-C20)-locked side-chain analogues of calcitriol (1α,25-dihydroxyvitamin D3)

The synthesis of four new analogues of calcitriol (1α,25-(OH)2-D3) possessing aromatic and conjugated double bond units at the side chain are described. The triene system is introduced using the Lythgoe-Hoffmann La Roche convergent Wittig-Horner approach. The key steps in the preparation of the requisite upper fragments are the introduction of the side chain with the E-conjugated aromatic system and its photochemical conversion to the Z counterpart.