Structure elucidation of 11-amino-8-hydroxypentacyclo[5.4.0.0(2, 6).0(3, 10).0(5, 9)]undecane-8,11-lactam through selective acetylation and complete 1H and 13C NMR spectral assignment of the mono-, di- and triacetates
2004 John Wiley & Sons, Ltd.
| Publié dans: | Magnetic resonance in chemistry : MRC. - 1985. - 42(2004), 4 vom: 15. Apr., Seite 402-8 |
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| Auteur principal: | |
| Autres auteurs: | , , |
| Format: | Article |
| Langue: | English |
| Publié: |
2004
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| Accès à la collection: | Magnetic resonance in chemistry : MRC |
| Sujets: | Comparative Study Evaluation Study Journal Article Validation Study Acetates Alkanes Carbon Isotopes Lactams Protons undecane |
| Résumé: | 2004 John Wiley & Sons, Ltd. NMR techniques cannot unambiguously distinguish between 11-amino-8-hydroxypentacyclo[5.4.0.0(2, 6).0(3, 10).0(5, 9)]undecane-8,11-lactam and 8-amino-11-hydroxypentacyclo[5.4.0.0(2, 6).0(3, 10).0(5, 9)]undecane-8,11-lactam, both of which are possible products during the reaction of pentacyclo[5.4.0.0(2, 6).0(3, 10).0(5, 9)]undecane-8,11-dione with Strecker reagents. Treatment of 11-amino-8-hydroxy-pentacyclo[5.4.0.0(2, 6).0(3, 10).0(5, 9)]undecane-8,11-lactam with acetic anhydride at room temperature produced a monoacetate. With acetic anhydride containing sodium acetate, a triacetate was obtained at reflux temperature. Treatment with acetyl chloride and N,N-dimethylaniline produced a diacetate. High-field 1H and 13C NMR techniques were used in the structure elucidation and assignment of the different NMR resonances of these three acetylated compounds |
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| Description: | Date Completed 15.03.2005 Date Revised 10.12.2019 published: Print Citation Status MEDLINE |
| ISSN: | 1097-458X |