Abstract:
:We describe a convenient and stereoselective route to the synthesis of 27-hydroxycholesterol. Also its radiolabeled analog, 22, 23 di [(3)H]-27-hydroxycholesterol with high specific radioactivity (55 Ci/mmol) was synthesized by this method. Julia condensation of steroidal 22-sulfone with aldehyde, led to the addition of the 23-27 carbon side chain building block to the steroid backbone. Formed in this reaction beta-hydroxysulfone moiety was reduced by sodium amalgam generate 22-23 unsaturated bond. Further reduction either by hydrogen or tritium furnished substrates for the synthesis of title compounds.
journal_name
Steroidsjournal_title
Steroidsauthors
D'Ambra TE,Javitt NB,Lacy J,Srinivasan P,Warchol Tdoi
10.1016/s0039-128x(00)00099-4subject
Has Abstractpub_date
2000-07-01 00:00:00pages
401-7issue
7eissn
0039-128Xissn
1878-5867pii
S0039-128X(00)00099-4journal_volume
65pub_type
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