STRUCTURAL STUDIES OF INTERMEDIATES IN THE SYNTHESIS OF MIFEPRISTONE (RU-486) .1. AN 11-BETA-SUBSTITUTED STEROID

Authors
BIDYASAGAR M RAVIKUMAR K RAMA RAV REDDY MM SINGH AK
Citation
M. Bidyasagar et al., STRUCTURAL STUDIES OF INTERMEDIATES IN THE SYNTHESIS OF MIFEPRISTONE (RU-486) .1. AN 11-BETA-SUBSTITUTED STEROID, Acta crystallographica. Section C, Crystal structure communications, 50, 1994, pp. 2089-2093
Citations number
14
Categorie Soggetti
Crystallography
Journal title
Acta crystallographica. Section C, Crystal structure communications → ACNP
ISSN journal
01082701
Volume
50
Year of publication
1994
Part
12
Pages
2089 - 2093
Database
ISI
SICI code
0108-2701(1994)50:<2089:SSOIIT>2.0.ZU;2-V
Abstract
The title compound, 11 a-[4-(dimethylamino)phenyl]-3,3-(ethylenedioxy) -17 alpha-(1-propynyl)estra-9-en-5 alpha,17 beta-diol (C31H41NO4), is the key intermediate in the synthesis of RU 486 and its overall confor mation is similar to that of RU 486. The orientation of the (dimethyla mono)phenyl ring, which seems to be connected with agonistic or antago nistic activity, is perpendicular to the steroid skeleton and is copla nar with C(9)-C(11). The separation [O(1)...O(3)] between the terminal O atoms is 10.27 Angstrom. The molecules are hydrogen bonded in a mor e or less head-to-tail fashion through H[O(3)] and O(4).