Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Steroidal Compounds. XI. Reaction of 5-Ene Steroids with Sulfuryl Chloride in Pyridine.
Hiromu MoriJoji Yamada
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1963 Volume 11 Issue 11 Pages 1418-1423

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Abstract
Some 3β-acetoxy-5-ene steroids were reacted with sulfuryl chloride in pyridine and the corresponding 3β-acetoxy-5α, 6β-dichloro steroids were obtained. Dehydroepiandrosterone acetate (VII) was transformed into 5α, 6β, 16, 16-tetrachloro compound (VI) on treatment with sulfuryl chloride in chloroform. The reaction of androst-5-ene-3, 17-dione (IX) with sulfuryl chloride in pyridine gave 6α-chloroandrost-4-ene-3, 17-dione (X), whereas the same reaction on pregn-5-ene-3, 20-dione (V) afforded the corresponding 5α, 6β-dichloro compound (IIIa). Some transformations of compounds above-mentioned were also written.
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© The Pharmaceutical Society of Japan
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