Steroids and related products. LIII: The synthesis of 11-OXa steroids. V: The synthesis of 17-ethynyl-11-oxatestosterone

The synthesis of 17-ethynyl-11-oxatestosterone, both from 11-oxa-5 alpha-pregnane-3,20-dione and, via a 3,17-dioxygenated 9-oxo 9,12-seco 11-nor 5 alpha-androstane-12-oic ester, from 3 beta-acetoxy-17-hydroxy-5 alpha-pregnan-12-one--two products available from hecogenin--is reported. The new hormone...

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Veröffentlicht in:Steroids 1986-06, Vol.47 (6), p.381-399
Hauptverfasser: ENGEL, C. R, MUKHERJEE, D, ROY CHOWDHURY, M. N, SALVI, V. S
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container_end_page 399
container_issue 6
container_start_page 381
container_title Steroids
container_volume 47
creator ENGEL, C. R
MUKHERJEE, D
ROY CHOWDHURY, M. N
SALVI, V. S
description The synthesis of 17-ethynyl-11-oxatestosterone, both from 11-oxa-5 alpha-pregnane-3,20-dione and, via a 3,17-dioxygenated 9-oxo 9,12-seco 11-nor 5 alpha-androstane-12-oic ester, from 3 beta-acetoxy-17-hydroxy-5 alpha-pregnan-12-one--two products available from hecogenin--is reported. The new hormone analogue shows significant progestational activity in the Clauberg test and relatively weak activity in a post-coital antifertility assay.
doi_str_mv 10.1016/0039-128X(86)90054-1
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source MEDLINE; ScienceDirect Journals (5 years ago - present)
subjects Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Exact sciences and technology
Organic chemistry
Preparations and properties
Progesterone Congeners - chemical synthesis
Steroids
Steroids, Heterocyclic - chemical synthesis
Testosterone - analogs & derivatives
Testosterone - chemical synthesis
title Steroids and related products. LIII: The synthesis of 11-OXa steroids. V: The synthesis of 17-ethynyl-11-oxatestosterone
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