Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Reaction of Some Steroidal Amides and Unsaturated Lactams with Nitrous Acid
MASARU KOBAYASHIHIROSHI MITSUHASHI
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1973 Volume 21 Issue 5 Pages 1069-1075

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Abstract
The reaction of nitrous acid with steroidal amides (I, VII, IX and X), α, β-unsturated ε-lactams (XIX and XXI), and enamine-type lactams (XXIV, XXVIII, XXX and XXXI) was studied. The amides mainly gave esters in low or modest yield with retention of the configuration. The α, β-unsaturated lactams gave N-nitroso-lactams quantitatively. The enamine-type δ-lactams gave oximino-δ-lactams in a high yield.
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© The Pharmaceutical Society of Japan
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