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硅胶催化的选择性去除N-Boc保护基

Selective Deprotection of N-Boc Catalyzed by Silica Gel

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【作者】 张敏杰袁修华马丽赵剑英高连勋

【Author】 ZHANG Min-Jie1,2,YUAN Xiu-Hua1,MA Li1,ZHAO Jian-Ying1,GAO Lian-Xun1*(1.State Key Laboratory of Polymer Physics and Chemistry,Changchun Institute of Applied Chemistry,Chinese Academy of Sciences,Changchun 130022,China;2.Graduate School of Chinese Academy of Sciences,Beijing 100049,China)

【机构】 中国科学院长春应用化学研究所 高分子物理与化学国家重点实验室中国科学院长春应用化学研究所高分子物理与化学国家重点实验室长春130022中国科学院研究生院北京100049

【Abstract】 As an important protective group of amines and amino acids,tert-butoxycarbonyl(Boc) group was extensively used in organic synthesis.Though many mild and selective reagents could be used,there is still a need for the development of a more simple and convenient method for deprotection.In this paper,a new method for the deprotection of N-Boc group with silica gel in refluxing toluene was reported.The reactions were mostly achieved in 5 h with high yields(75%-98%).N-Boc protected indoline and benzylamine,which are not deprotected with other mild method,could be deprotected with our method in good yields(89% and 95%,respectively).Additionally the deprotection of other carbamates such as Cbz,Fmoc and ethyl carbamate wasn′t observed under same conditions.

  • 【文献出处】 高等学校化学学报 ,Chemical Journal of Chinese Universities , 编辑部邮箱 ,2007年12期
  • 【分类号】O643.32
  • 【被引频次】22
  • 【下载频次】1196
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