trans-3-Benzyloxycarbonylamino-1-methyl-3-(methylcarbamoyl)azetidine-1-oxide

Author:

Liu Dayi1ORCID,Guillot Régis1ORCID,Robin Sylvie12ORCID,Aitken David J.1ORCID

Affiliation:

1. Université Paris-Saclay, CNRS, ICMMO, 91400 Orsay, France

2. Université Paris Cité, Faculté de Pharmacie, 75006 Paris, France

Abstract

trans-3-Benzyloxycarbonylamino-1-methyl-3-(methylcarbamoyl)azetidine-1-oxide was prepared by stereoselective oxidation of the corresponding azetidine precursor. The stable molecule was characterized in a low-polarity solution by IR, 1H-NMR and 13C-NMR, and in the solid state as a co-crystal with water by X-Ray diffraction. The N-oxide function made a strong intramolecular 7-membered ring hydrogen bond with the methyl amide NH in solution and formed an intermolecular H-bond with the carbamate NH in a neighboring molecule in the solid state.

Funder

China Scholarship Council

Publisher

MDPI AG

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

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