Abstract:
:We report the synthesis of 10 novel steroids obtained from 3 beta, 15 beta-diacetoxy-17 alpha-hydroxy-5-pregnen-20-one (1c) as intermediates in the synthesis of 15 beta-acetoxy-20,20-ethylenedioxy-17 alpha-hydroxy-4-pregnen-3-one (6a) and its tritiated tracer 15 beta-acetoxy-20,20-ethylenedioxy-17 alpha-hydroxy-1,2,6,7-3H-pregn-4-en-3-one (6d). The one pot interconversion of intermediate (6a) to 3 beta, 15 beta, 17 alpha-trihydroxy-5-pregnen-20-one (1a) and 3 alpha, 15 beta, 17 alpha-trihydroxy-5 beta-pregnan-20-one (2a) provides a new and efficient approach to the synthesis of diagnostically important metabolites of the human neonate and a possible route in the synthesis of the tritated tracers 3 beta, 15 beta, 17 alpha-trihydroxy-1,2,7-3H-pregn-5-en-20-one (1d) and 3 alpha, 15 beta, 17 alpha-trihydroxy-1,2,6,7-3H-5 beta-pregnan-20-one (2b) for the development of new immunoassays. We also report in this investigation an alternative route in the synthesis of 15 beta, 17 alpha-dihydroxy-4-pregnen-3,20-dione (7a) an intermediate in the synthesis of human 15 beta-hydroxysteroid metabolites.
journal_name
Steroidsjournal_title
Steroidsauthors
Reeder AY,Joannou GEdoi
10.1016/s0039-128x(96)00204-8subject
Has Abstractpub_date
1997-02-01 00:00:00pages
221-5issue
2eissn
0039-128Xissn
1878-5867pii
S0039-128X(96)00204-8journal_volume
62pub_type
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