Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis of 1, 2- and 2, 3-Dimethoxy-4-methylestratrienes
TOSHIO NAMBARAKAZUTAKE SHIMADAYOUICHI FUJIIMOTOHIKO KATO
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1972 Volume 20 Issue 2 Pages 336-342

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Abstract
The synthesis of 1, 2- and 2, 3-dimethoxy-4-methylestra-1, 3, 5 (10)-trien-17β-ols (XIIIc, VIII c) from androsta-1, 4-diene-3, 17-dione (I), which is readily available as the micro-bial transformation product derived from cholesterol, has been undertaken. The desired compounds could be obtained by introducing an oxygen function into 1-and 3-methoxy- 4-methylestratrienes (XIc, VId) employing Friedel-Crafts reaction with acetyl chloride followed by Baeyer-Villiger oxidation as shown in Chart 1 and 2.
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© The Pharmaceutical Society of Japan
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