ISSN : 0970 - 020X, ONLINE ISSN : 2231-5039
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Abstract

Synthesis of Aza Steroids of Cholestane Series

A. H. Siddiqui, K. Venkateshwer Rao, Mahmood Memariani and Vijaya Sen Reddy


Abstract:

The Beckmann rearrangement of 3 β - carbomethoxy oxy -7-oxo-5-cholestene-7-oxime (IIb) with p-toluene sulphonyl chloride/ pyridine or thionyl chloride afforded the lactam, 3 β -carbomethoxy oxy-7a-aza-7-oxo-B-homo-5α-cholestane (IIIa). The schmidt reaction of the ketone (IIa) using sodium azide and sulphuric acid furnishes the same lactam (IIIa). However, the schmidt reaction of the same ketone using hydrazoic acid and boron trifluoride etherate gave 3 β -carbomeethoxy oxy -en{7a,7-d] tetrazole (IV).

Keywords:

Aza; Steroids; Cholestane

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