tetano
Editor, Senior Moderator
Org Biomol Chem. 2013 Oct 10. [Epub ahead of print]
Synthesis of oseltamivir and tamiphosphor from N-acetyl-d-glucosamine.
Chen CA, Fang JM.
Source
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan. jmfang@ntu.edu.tw.
Abstract
Using N-acetyl-d-glucosamine as a starting material, the anti-influenza drugs oseltamivir and tamiphosphor were synthesized via a pivotal intermediate of aldehyde . An intramolecular Horner-Wadsworth-Emmons reaction was utilized to construct the highly functionalized cyclohexene ring. The existing N-acetyl group was transformed into an azido group for the subsequent aziridination, followed by implantation of a 3-pentoxy group of the desired stereochemistry.
PMID:
24108094
[PubMed - as supplied by publisher]
http://www.ncbi.nlm.nih.gov/pubmed/24108094
Synthesis of oseltamivir and tamiphosphor from N-acetyl-d-glucosamine.
Chen CA, Fang JM.
Source
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan. jmfang@ntu.edu.tw.
Abstract
Using N-acetyl-d-glucosamine as a starting material, the anti-influenza drugs oseltamivir and tamiphosphor were synthesized via a pivotal intermediate of aldehyde . An intramolecular Horner-Wadsworth-Emmons reaction was utilized to construct the highly functionalized cyclohexene ring. The existing N-acetyl group was transformed into an azido group for the subsequent aziridination, followed by implantation of a 3-pentoxy group of the desired stereochemistry.
PMID:
24108094
[PubMed - as supplied by publisher]
http://www.ncbi.nlm.nih.gov/pubmed/24108094