Synthesis of the C-5 homologue of N-acetylneuraminic acid by enzymatic chain elongation of 2-C-acetamidomethyl-2-deoxy-D-mannose
Condensation of hexopyranosid-2-ulose 1 with nitromethane afforded after acetylation 2. Treatment with borohydride yielded stereoselectively 4. Reduction, acetylation, deblocking, and acid hydrolysis gave then C-2 branched N-acetylmannosamine 7 that was enzymatically converted to the first known C-5...
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| Main Authors: | , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
22 December 1992
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| In: |
Tetrahedron letters
Year: 1992, Volume: 33, Issue: 52, Pages: 8031-8034 |
| ISSN: | 1873-3581 |
| DOI: | 10.1016/S0040-4039(00)74709-5 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1016/S0040-4039(00)74709-5 Verlag, lizenzpflichtig, Volltext: https://www.sciencedirect.com/science/article/pii/S0040403900747095 
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| Author Notes: | Klaus Koppert, Reinhard Brossmer |
| Summary: | Condensation of hexopyranosid-2-ulose 1 with nitromethane afforded after acetylation 2. Treatment with borohydride yielded stereoselectively 4. Reduction, acetylation, deblocking, and acid hydrolysis gave then C-2 branched N-acetylmannosamine 7 that was enzymatically converted to the first known C-5 branched homologue of 8. |
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| Item Description: | Elektronische Reproduktion der Druck-Ausgabe 9. März 2001 Gesehen am 25.06.2024 |
| Physical Description: | Online Resource |
| ISSN: | 1873-3581 |
| DOI: | 10.1016/S0040-4039(00)74709-5 |