Oxycodone N-oxide

Vijayakumar N. Sonar, Sean Parkin, Peter A. Crooks

Research output: Contribution to journalArticlepeer-review

2 Scopus citations


The title compound, (5R,9R,13S,14S,17R)-14-hy-droxy-3-meth-oxy-17-methyl-4, 5-ep-oxy-morphinan-6-one N-oxide, C18H21NO5, has been prepared in a diastereomerically pure form by the reaction of oxycodone with 3-chloro-perbenzoic acid and subsequent crystallization of the product from chloro-form. The crystal packing shows that the mol-ecule exhibits intra-molecular O - H⋯O [D⋯A = 2.482 (2) Å] hydrogen bonding. In addition, there are weak inter-molecular C - H⋯O inter-actions which, along with van der Waals forces, stabilize the structure. The new chiral center at the 17-position is demonstrated to be R.

Original languageEnglish
Pages (from-to)o436-o438
JournalActa Crystallographica Section C: Crystal Structure Communications
Issue number11
StatePublished - Nov 2012

ASJC Scopus subject areas

  • General Biochemistry, Genetics and Molecular Biology


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