Jiang Zhong-liang
2008
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Journal
Chinese Journal of Synthetic Chemistry
Abstract
A key intermediate of Biapenem, bicyclic nucleus of Biapenem{allyl(4R,5R,6S)-6-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-3-(diphenoxyphosphoryloxy)-4-methyl-7-oxo-1-azabi-cyclo[3.2.0]hept-2-ene-2-carboxylate}, was synthesized in overall yield of 43.1% from salicylamide by a five-reaction of cyclization, acylation, Reformatsky-type reaction, substitution and Dieckmann-type cyclization. The structure was confirmed by 1H NMR.