Amino-steroids. Part 6. Stereospecific syntheses of eight, isomeric, steroidal vicinal 2,3-amino-alcohols
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 9,p. 2235-2247
- https://doi.org/10.1039/p19790002235
Abstract
The seven possible 3-amino-2-hydroxy and 2-amino-3-hydroxy isomers of the anti-arrhythmic steroid, 3α-amino-2β-hydroxy-5α-androstan-17-one, were prepared from 5α-androst-2-en-17-one. The intermediate 2α, 3α- and 2β,3β-epoxides and aziridines were cleaved to vicinal trans-diaxial amino- and azido-alcohols, which, in turn yielded the isomers by a series of functional group inversions and transformations.This publication has 1 reference indexed in Scilit:
- Aminosteroids. Part 5. Synthesis of the four isomeric 3,11-diamino-5α-pregnanesJournal of the Chemical Society, Perkin Transactions 1, 1979