Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Bile Acids and Steroids. XXII. Thiosteroids.(7). Synthesis of Some Thiazolo [5', 4'-16, 17] steroids by the Hantzsh Reactions
Ken'ichi TakedaTaichiro Komeno
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1962 Volume 10 Issue 12 Pages 1173-1177

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Abstract
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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© The Pharmaceutical Society of Japan
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