Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Syntheses of Racemic and Optically Active 13β-Ethylgonanes.
Kentaro Hiraga
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1965 Volume 13 Issue 11 Pages 1289-1294

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Abstract
During the course of the synthesis of 18-methylestradiol 3-methyl ether, steric effect caused by the methyl group at 18-position was observed. It was found that ethylenediamine was a good solvent for the ethynylation reaction of the hindered ketone. Racemic and optically active 17β-hydroxy-13β, 17α-diethylgon-4-en-3-one were synthesized from 1-vinyl-6-methoxy-1-tetralol and 2-ethyl-1, 3-cyclopentanedion. The dextrorotatory diethylgonenone as well as the corresponding racemic diethylgonenone showed strong anabolic activities, whereas the levorotatory compound had no biological activity.
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© The Pharmaceutical Society of Japan
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