Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Syntheses of 15α-Hydroxyestrone and 15α-Hydroxyestradiol
HIROSHI HOSODAKOUWA YAMASHITATOSHIO NAMBARA
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1975 Volume 23 Issue 12 Pages 3141-3145

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Abstract
The titled compounds (1, 2) have been prepared from estrone by the new synthetic routes. Introduction of a hydroxyl group into the 15α-position was readily attained by hydroboration of the 14, 15-or 15, 16-double bond with diborane and subsequent oxidation of the organoborane with alkaline hydrogen peroxide. In the preparation of 1 the dimethyl-tert-butylsilyl function was conveniently employed for the purpose of protecting the 3, 17β-hydroxyl groups.
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© The Pharmaceutical Society of Japan
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