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An approach towards the development of progesterone antagonists: synthesis of 7 alpha/7 beta-aryl androstene
1Medicinal Chemistry Division, Central Drug Research Institute, Lucknow, India.
Steroids
|June 1, 1995
Abstract:
Synthesis of 3 beta,17 beta-dihydroxy-7 alpha/7 beta-(4-hydroxyphenyl)-androst-5-ene 3,17-diacetate (4 and 5, R = H) and 3 beta,17 beta-dihydroxy-7 alpha/7 beta-(4-methoxyphenyl)-androst-5-ene 3,17-diacetate (4 and 5, R = Me) have been carried out by Friedel-Crafts reaction on 3 beta,7,17 beta-trihydroxy-androst-5-ene 3,17-diacetate (3, R = H) with phenol and anisole, respectively. Compounds 4 (R = H) and 5 (R = H) have been separated and their stereochemistry assigned on the basis of COSY and NOE experiments.