Wei Ya-bing
2007
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Journal
Chinese Journal of Pharmaceuticals
Abstract
Zanamivir was synthesized from N-acetyl-D-neuraminic acid by esterification, acylation, cyclization and SN2 reaction with trimethylsilane azide to give the key intermediate 7,8,9-tri-O-acetyl-N-acetyl-2,4-dideoxy-2,3-dehydro-4α-azido-D-neuraminic acid methyl ester, which was subjected to reduction and reaction with 1H-pyrazole-1- carboxamidine hydrochloride followed by hydrolysis with an overall yield of 15%.