Abstract:
:5 alpha-(17R,20R)-14,15-Secocholestane (12) was synthesized from cholesterol (1) in 12 steps. The key intermediate, 5 alpha-cholest-14-en-3 beta-yl acetate (4), underwent ozonization, reduction, hydrolysis, and oxidation to provide 5 alpha-14,15-secocholesta-3,14,15-trione (8). One of the Clemmensen reduction products of 8 is 5 alpha(17R,20R)-14,15-secocholest-15-ol (11); treatment of the alcohol (11) with tosyl chloride and subsequent reduction with lithium aluminum hydride yielded the target molecule (12).
journal_name
Steroidsjournal_title
Steroidsauthors
Li TS,Li YL,Liang XTdoi
10.1016/0039-128x(90)90042-asubject
Has Abstractpub_date
1990-06-01 00:00:00pages
263-5issue
6eissn
0039-128Xissn
1878-5867pii
0039-128X(90)90042-Ajournal_volume
55pub_type
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