Bile Acids and Steroids. XXII. Thiosteroids.(7). Synthesis of Some Thiazolo [5', 4'-16, 17] steroids by the Hantzsh Reactions

Bile Acids and Steroids. XXII. Thiosteroids.(7). Synthesis of Some Thiazolo [5', 4'-16, 17] steroids by the Hantzsh Reactions

2'-Methylthiazolo [5', 4'-16.17] androsta-15, 16-dien-3β-o1 (VII) was prepared by an established method from 3β-acetoxy-16β-bromoandrost-5-en-17-one (VI) and thioacetamide. Consequently the aromatic compound (IV) which was obtained by dehydration of the by-product (III) of the Beckman...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1962/12/25, Vol.10(12), pp.1173-1177
Hauptverfasser: Takeda, Ken'ichi, Komeno, Taichiro
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container_title Chemical & pharmaceutical bulletin
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Komeno, Taichiro
description 2'-Methylthiazolo [5', 4'-16.17] androsta-15, 16-dien-3β-o1 (VII) was prepared by an established method from 3β-acetoxy-16β-bromoandrost-5-en-17-one (VI) and thioacetamide. Consequently the aromatic compound (IV) which was obtained by dehydration of the by-product (III) of the Beckmann rearrangement of the oxime-mixture (Ia) and (Ib) of 3β-acetoxy-17α-hydroxy-16β-thiocyanatopregn-5-en-20-one and which was assigned an uncorrect thiazol structure (VII) in the previous paper, should be 3'-methylisothiazolo [5', 16, 17] androsta-5, 16-dien-3β-o1 acetate. 2'-Amino-16, 17-disubstituted thiazolo-compound was also prepared from (VI) and thiourea.
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title Bile Acids and Steroids. XXII. Thiosteroids.(7). Synthesis of Some Thiazolo [5', 4'-16, 17] steroids by the Hantzsh Reactions
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