Author:
Sonar Vijayakumar N.,Parkin Sean,Crooks Peter A.
Abstract
The title compound, (5R,9R,13S,14S,17R)-14-hydroxy-3-methoxy-17-methyl-4,5-epoxymorphinan-6-oneN-oxide, C18H21NO5, has been prepared in a diastereomerically pure form by the reaction of oxycodone with 3-chloroperbenzoic acid and subsequent crystallization of the product from chloroform. The crystal packing shows that the molecule exhibits intramolecular O—H...O [D...A= 2.482 (2) Å] hydrogen bonding. In addition, there are weak intermolecular C—H...O interactions which, along with van der Waals forces, stabilize the structure. The new chiral center at the 17-position is demonstrated to beR.
Publisher
International Union of Crystallography (IUCr)
Subject
General Biochemistry, Genetics and Molecular Biology,General Medicine
Cited by
2 articles.
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