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机构地区:[1]浙江师范大学化学与生命科学学院,浙江金华321004 [2]浙江师范大学物理化学研究所,浙江省固体表面反应化学重点实验室,浙江金华321004
出 处:《浙江化工》2010年第1期9-14,17,共7页Zhejiang Chemical Industry
基 金:浙江省科技计划资助项目(2007C21112)
摘 要:以乙酰乙酸甲酯、对硝基苄醇及单环β-内酰胺为原料,经过酯交换、重氮化等六步反应,以48.2%的总收率完成帕尼培南母核9的构建;以(3R)-3-羟基吡咯烷盐酸盐为起始原料,经过四步反应,以63.7%的总收率完成对帕尼培南侧链13的构建;接着将母核和侧链缩合对接,经脱保护和亚胺化两步反应完成帕尼培南的构建,三步总收率为43.5%。整条路线共十三步,总收率达到13.4%。同时以苯甲酰氯和β-丙氨酸为原料,85%的收率完成倍他米隆的构建。The compound 9 was synthesized with 48.2% overall yield by six-step reactions through transesterification and diazotization from the starting material: methyl 3-oxobutanoate, 4-nitro phenylmethanol and β-1aetam. The compound 13 was obtained with 63.7% overall yield by four-step reactions from (3R)- pyrrolidin-3-ol hydrochloride. The compound 15 was gained by treated the compound 9 with the compound 13 in 43.5% yield. Finally, panipenem was obtained in 13.4% overall yield in thirteen steps. At the same time, betamipron was obtained in 85% yield with benzoyl chloride and β-aminopropanoie acid as raw materials.
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