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(3R,4R)-3-[(1′R)-叔丁基二甲基硅氧乙基]-4-乙酰氧基-2-氮杂环丁酮的合成
引用本文:宋伟国,夏艳,高东升,宋成刚.(3R,4R)-3-[(1′R)-叔丁基二甲基硅氧乙基]-4-乙酰氧基-2-氮杂环丁酮的合成[J].山东化工,2009,38(5).
作者姓名:宋伟国  夏艳  高东升  宋成刚
作者单位:山东寿光富康制药有限公司,山东,寿光,262700
摘    要:以化合物(3S,4S)-3-(1′R)-叔丁基二甲基硅氧乙基]-4-羧基-1-对甲氧基苯基-2-氮杂环丁酮为主要原料,以卟啉锰为催化剂,经氧化脱羧,再由O3氧化脱保护基制得(3R,4R)-3-(1′R)-叔丁基二甲基硅氧乙基]-4-乙酰氧基-2-氮杂环丁酮(4AA),两步反应总收率达到83.7%.采用卟啉锰做催化剂进行脱羧氧化反应,使该步反应收率达到了93.0%.用FT-IR、1HNMR对最终产物结构进行了表征.

关 键 词:氮杂环丁酮  卟啉锰  培南

Synthesis of (3R,4R)-4-Acetoxy-3-[(1'R-tert-butyl-dimethylsilyloxy)-ethyl]-2-azetidinone
SONG Wei-guo,XIA Yan,GAO Dong-sheng,SONG Cheng-gang.Synthesis of (3R,4R)-4-Acetoxy-3-[(1'R-tert-butyl-dimethylsilyloxy)-ethyl]-2-azetidinone[J].Shandong Chemical Industry,2009,38(5).
Authors:SONG Wei-guo  XIA Yan  GAO Dong-sheng  SONG Cheng-gang
Affiliation:Shandong Shouguang Fukang Pharmaceutical Co.;Ltd.;Shouguang 262700;China
Abstract:(3R,4R)-4-acetoxy-3-(1'R-tert-butyl-dimethylsilyloxy)-ethyl]-2-azetidinone (4AA) was prepared from (3S,4S)-4-carboxyl-3-(1'R-tert-butyl-dimethylsilyloxy)-ethyl]-1-p-methoxyphenyl-2-azetidinone through two-step process,involving the decarboxylation oxidation reaction which was catalyzed by manganese porphyrin and oxidized,and the reaction of oxidation using O3. The total yield of the reaction reached 83.7%. The use of manganese porphyrin catalyst raised the yield of this step to 93.0%.The product was chara...
Keywords:4AA
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