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A novel synthetic route to 7-MAC from 7-ACA |
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| Authors: | |
| Institution: | 1.Department of Chemistry,University of Shanghai for Science and Technology,Shanghai,China;2.Department of Chemistry,Fudan University,Shanghai,China;3.Hubei Key Laboratory of Drug Synthesis and Optimization,JingChu University of Technology,Jingmen,China |
| Abstract: | An efficient and practical seven-step procedure is described for the synthesis of (6R,7S)-benzhydryl-7-amino-7-methoxy-3-((1-methyl-1H-tetrazol-5-ylthio)methyl)-8-oxo-5-thia-1-aza-bicyclo 4.2.0]oct-2-ene-2-carboxylate (7-MAC, 3) with overall yield of 49 %. This synthesis features a convenient and highly selective method for the introduction of 7α-methoxy group to cephalosporin nucleus in 10 using MeOLi/t-BuOCl in THF. |
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