Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis of Ecdysone. III. A Novel Synthesis of 14α-Hydroxy-7-en-6-oxo Steroids
森 弘柴田 承二常田 清沢井 政信
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1968 年 16 巻 8 号 p. 1593-1600

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抄録
A novel synthetic method of 14α-hydroxy-6-oxo-7-ene steroid from 6-oxo-7-ene steroid was developed. The enol acetylation of 7-en-6-one with acetic anhydride in the presence of perchloric acid afforded 6-acetoxy-6, 8 (14)-diene, which on treatment with monoperphthalic acid gave 14α-hydroxy-7-en-6-one. 2β, 3β, 14α-Trihydroxy-5β-cholest-7-en-6-one (XXVIII), the nuclear structure of which is the same as that of ecdysone, was prepared by this method, and the stereochemistry of XXVIII and related compounds was studied.
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© The Pharmaceutical Society of Japan
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