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Issue 0, 1966
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Preparation and reactions of some 1-cyano-steroids


Some 1-cyano-steroids were prepared in unsuccessful attempts to form the corresponding 1-carboxy-steroids. Hydrolysis of 1 α-cyano-5α-cholestan-3-one produced the lactam of 3α-amino-3β-hydroxy-5α-cholestane-1α-carboxylic acid, while hydrolysis of the epimeric 1β-cyano-ketone produced the same lactam as a result of epimerisation at carbon-1. Reduction products of the 1-cyano-ketones are described and also the chemical shifts in n.m.r. signals resulting from the introduction of 1-cyano-substituents. Rotatory dispersion data on some cyano-substituted steroidal ketones are also listed.

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Article information

J. Chem. Soc. C, 1966, 661-666
Article type

Preparation and reactions of some 1-cyano-steroids

A. T. Glen, W. Lawrie and J. McLean, J. Chem. Soc. C, 1966, 661
DOI: 10.1039/J39660000661

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