<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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| Format: | Article |
| Language: | English |
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MDPI AG
2023-09-01
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| Series: | Molbank |
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| Online Access: | https://www.mdpi.com/1422-8599/2023/3/M1726 |
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| author | Dayi Liu Régis Guillot Sylvie Robin David J. Aitken |
| author_facet | Dayi Liu Régis Guillot Sylvie Robin David J. Aitken |
| author_sort | Dayi Liu |
| collection | DOAJ |
| description | <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. |
| first_indexed | 2024-03-10T22:26:02Z |
| format | Article |
| id | doaj.art-5da64ea0db5b49749a8ce4f127bc5e45 |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-03-10T22:26:02Z |
| publishDate | 2023-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-5da64ea0db5b49749a8ce4f127bc5e452023-11-19T12:07:13ZengMDPI AGMolbank1422-85992023-09-0120233M172610.3390/M1726<i>trans</i>-3-Benzyloxycarbonylamino-1-methyl-3-(methylcarbamoyl)azetidine-1-oxideDayi Liu0Régis Guillot1Sylvie Robin2David J. Aitken3Université Paris-Saclay, CNRS, ICMMO, 91400 Orsay, FranceUniversité Paris-Saclay, CNRS, ICMMO, 91400 Orsay, FranceUniversité Paris-Saclay, CNRS, ICMMO, 91400 Orsay, FranceUniversité Paris-Saclay, CNRS, ICMMO, 91400 Orsay, France<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.https://www.mdpi.com/1422-8599/2023/3/M1726azetidine<i>N</i>-oxidehydrogen bondingcrystal structure |
| spellingShingle | Dayi Liu Régis Guillot Sylvie Robin David J. Aitken <i>trans</i>-3-Benzyloxycarbonylamino-1-methyl-3-(methylcarbamoyl)azetidine-1-oxide Molbank azetidine <i>N</i>-oxide hydrogen bonding crystal structure |
| title | <i>trans</i>-3-Benzyloxycarbonylamino-1-methyl-3-(methylcarbamoyl)azetidine-1-oxide |
| title_full | <i>trans</i>-3-Benzyloxycarbonylamino-1-methyl-3-(methylcarbamoyl)azetidine-1-oxide |
| title_fullStr | <i>trans</i>-3-Benzyloxycarbonylamino-1-methyl-3-(methylcarbamoyl)azetidine-1-oxide |
| title_full_unstemmed | <i>trans</i>-3-Benzyloxycarbonylamino-1-methyl-3-(methylcarbamoyl)azetidine-1-oxide |
| title_short | <i>trans</i>-3-Benzyloxycarbonylamino-1-methyl-3-(methylcarbamoyl)azetidine-1-oxide |
| title_sort | i trans i 3 benzyloxycarbonylamino 1 methyl 3 methylcarbamoyl azetidine 1 oxide |
| topic | azetidine <i>N</i>-oxide hydrogen bonding crystal structure |
| url | https://www.mdpi.com/1422-8599/2023/3/M1726 |
| work_keys_str_mv | AT dayiliu itransi3benzyloxycarbonylamino1methyl3methylcarbamoylazetidine1oxide AT regisguillot itransi3benzyloxycarbonylamino1methyl3methylcarbamoylazetidine1oxide AT sylvierobin itransi3benzyloxycarbonylamino1methyl3methylcarbamoylazetidine1oxide AT davidjaitken itransi3benzyloxycarbonylamino1methyl3methylcarbamoylazetidine1oxide |