<i>trans</i>-3-Benzyloxycarbonylamino-1-methyl-3-(methylcarbamoyl)azetidine-1-oxide

<i>trans</i>-3-Benzyloxycarbonylamino-1-methyl-3-(methylcarbamoyl)azetidine-1-oxide

<i>trans</i>-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, <sup>1</sup>H-NMR and <sup>13&...

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Bibliographic Details
Main Authors: Dayi Liu, Régis Guillot, Sylvie Robin, David J. Aitken
Format: Article
Language:English
Published: MDPI AG 2023-09-01
Series:Molbank
Subjects:
azetidine
<i>N</i>-oxide
hydrogen bonding
crystal structure
Online Access:https://www.mdpi.com/1422-8599/2023/3/M1726
Description
Summary:<i>trans</i>-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, <sup>1</sup>H-NMR and <sup>13</sup>C-NMR, and in the solid state as a co-crystal with water by X-Ray diffraction. The <i>N</i>-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.
ISSN:1422-8599

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