Hydroxylation of ⊿5-Steroids with N-Bromosuccinimide to 5α,6β-Diols

Author:

Dawidar A. M.1,Saleh A. A.2,Abdel-Malek M. M.2

Affiliation:

1. Chemistry Dept., Faculty of Science, Mansoura University, Mansoura, Arab Republic of Egypt

2. Laboratory of Natural Products, National Research Centre, Dokki, Cairo, A. R. Egypt

Abstract

Abstract The reaction of N-bromosuccinimide with ⊿5 -steroids such as, diosgenin, cholesterol, stigmasterol and dehydroisoandrosterone were studied. It was found that NBS in a solvent mixture of acetone, water and acetic acid (8:1:0.1) oxidises the olefinic bond of all the previous steroidal compounds to the corresponding transglycollic, 5α,6β-di-hydroxylic products in about 60% yield at room temperature.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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