7-Azido-N,N-diethyl-4,5-O-isopropylidene-4-C-methyl-3,6-anhydro-7-deoxy-d-glycero-d-manno-heptonamide
The reaction of 5-azido-5-deoxy-2,3-O-isopropylidene-2-C-methyl-d-ribose with N,N-diethyl-2-(dimethylsulfuranylidene)acetamide gave the title compound, C15H26N4O5, as the major product arising from initial formation of an epoxide which was subsequently opened by intramolecular attack of the free 4-h...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2009-02-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536808044279 |
| _version_ | 1798030851200516096 |
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| author | David J. Watkin George W. J. Fleet Maria-Soledad Pino-González Chen Wang Sarah F. Jenkinson |
| author_facet | David J. Watkin George W. J. Fleet Maria-Soledad Pino-González Chen Wang Sarah F. Jenkinson |
| author_sort | David J. Watkin |
| collection | DOAJ |
| description | The reaction of 5-azido-5-deoxy-2,3-O-isopropylidene-2-C-methyl-d-ribose with N,N-diethyl-2-(dimethylsulfuranylidene)acetamide gave the title compound, C15H26N4O5, as the major product arising from initial formation of an epoxide which was subsequently opened by intramolecular attack of the free 4-hydroxyl group. X-ray crystallography confirmed the relative stereochemistry of the title compound and the absolute configuration was determined by the use of d-ribose as the starting material. The crystal structure contains chains of molecules running parallel to the a axis, being linked by weak bifurcated O—H...(N,N) hydrogen bonds. |
| first_indexed | 2024-04-11T19:46:53Z |
| format | Article |
| id | doaj.art-410a3675a25f4bd985c1a3172eab8b45 |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-04-11T19:46:53Z |
| publishDate | 2009-02-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-410a3675a25f4bd985c1a3172eab8b452022-12-22T04:06:25ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682009-02-01652o263o26310.1107/S16005368080442797-Azido-N,N-diethyl-4,5-O-isopropylidene-4-C-methyl-3,6-anhydro-7-deoxy-d-glycero-d-manno-heptonamideDavid J. WatkinGeorge W. J. FleetMaria-Soledad Pino-GonzálezChen WangSarah F. JenkinsonThe reaction of 5-azido-5-deoxy-2,3-O-isopropylidene-2-C-methyl-d-ribose with N,N-diethyl-2-(dimethylsulfuranylidene)acetamide gave the title compound, C15H26N4O5, as the major product arising from initial formation of an epoxide which was subsequently opened by intramolecular attack of the free 4-hydroxyl group. X-ray crystallography confirmed the relative stereochemistry of the title compound and the absolute configuration was determined by the use of d-ribose as the starting material. The crystal structure contains chains of molecules running parallel to the a axis, being linked by weak bifurcated O—H...(N,N) hydrogen bonds.http://scripts.iucr.org/cgi-bin/paper?S1600536808044279 |
| spellingShingle | David J. Watkin George W. J. Fleet Maria-Soledad Pino-González Chen Wang Sarah F. Jenkinson 7-Azido-N,N-diethyl-4,5-O-isopropylidene-4-C-methyl-3,6-anhydro-7-deoxy-d-glycero-d-manno-heptonamide Acta Crystallographica Section E |
| title | 7-Azido-N,N-diethyl-4,5-O-isopropylidene-4-C-methyl-3,6-anhydro-7-deoxy-d-glycero-d-manno-heptonamide |
| title_full | 7-Azido-N,N-diethyl-4,5-O-isopropylidene-4-C-methyl-3,6-anhydro-7-deoxy-d-glycero-d-manno-heptonamide |
| title_fullStr | 7-Azido-N,N-diethyl-4,5-O-isopropylidene-4-C-methyl-3,6-anhydro-7-deoxy-d-glycero-d-manno-heptonamide |
| title_full_unstemmed | 7-Azido-N,N-diethyl-4,5-O-isopropylidene-4-C-methyl-3,6-anhydro-7-deoxy-d-glycero-d-manno-heptonamide |
| title_short | 7-Azido-N,N-diethyl-4,5-O-isopropylidene-4-C-methyl-3,6-anhydro-7-deoxy-d-glycero-d-manno-heptonamide |
| title_sort | 7 azido n n diethyl 4 5 o isopropylidene 4 c methyl 3 6 anhydro 7 deoxy d glycero d manno heptonamide |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536808044279 |
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