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An improved synthesis of(lS,4S)-2-oxa-5-azabicyclo[2.2.1]heptane
作者姓名:Dong-Feng Zhang  Peng Li  Zi-Yun Lin  Hai-Hong Huang
作者单位:Beijing Key Laboratory of Active Substance Discovery and Druggability Evaluation, Institute of Materia Medica, Peking Union Medical College & Chinese Academy of Medical Sciences, Beijing 100050, China
摘    要:An improved and efficient method for synthesis of(lS,4S)-2-oxa-5-azabicyclo2.2.1]heptane(1) from trans-4-hydroxy-L-proline was developed. Using benzyloxycarbonyl(Cbz) as protection group of amine, the reactions were inmild conditions, and the title compound 1 was accomplished in six steps in overall yield of 70%.

关 键 词:Synthesis  trans--Hydroxy-L-proline  Bridged  morpholine
收稿时间:4 September 2013

An improved synthesis of (IS,4S)-2-oxa-5-azabicyclo[2.2.1]heptane
Dong-Feng Zhang,Peng Li,Zi-Yun Lin,Hai-Hong Huang.An improved synthesis of(lS,4S)-2-oxa-5-azabicyclo[2.2.1]heptane[J].Chinese Chemical Letters,2014,25(3):479-481.
Authors:《Chinese Chemical Letters》
Institution:Beijing Key Laboratory of Active Substance Discovery and Druggability Evaluation, Institute of Materia Medica, Peking Union Medical College & Chinese Academy of Medical Sciences, Beijing 100050, China
Abstract:An improved and efficient method for synthesis of(lS,4S)-2-oxa-5-azabicyclo2.2.1]heptane(1) from trans-4-hydroxy-L-proline was developed. Using benzyloxycarbonyl(Cbz) as protection group of amine, the reactions were inmild conditions, and the title compound 1 was accomplished in six steps in overall yield of 70%.
Keywords:Synthesistrans-4-Hydroxy-L-prolineBridged morpholine
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