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有机化学
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有机化学 ›› 2004, Vol. 24 ›› Issue (6): 609-615. 上一篇    下一篇

研究论文

N-二异丙氧磷酰化氨基酸的合成

赵玉芬*,a,b, 张建臣b, 曹书霞b, 徐军b, 荣垂林b, 屈凌波b   

  1. a清华大学生命有机磷化学与化学生物学教育部重点实验室 北京 100084
    b郑州大学化学系化学生物学重点实验室 郑州 450052
  • 收稿日期:2003-09-04 修回日期:2003-12-13 接受日期:2003-12-12 发布日期:2022-09-21
  • 通讯作者: *E-mail: zicb@zzu.edu.cn
  • 基金资助:
    国家自然科学基金(No. 20132020)资助项目.

Synthesis of N-(Diisopropyloxyphosphoryl)amino Acids

ZHAO, Yu-Fen*,a,b, ZHANG, Jian-Chenb, CAO, Shu-Xiab, XU, Junb, RONG, Chui-Linb, QU, Ling-Bob   

  1. a The Key Laboratory for Bioorganic Phosphorus Chemistry and Chemical Biology of Ministry of Education, Tsinghua University, Beijing 100084
    b The Key Laboratory of Chemical Biology, Department of Chemistry, Zhengzhou University, Zhengzhou 450052
  • Received:2003-09-04 Revised:2003-12-13 Accepted:2003-12-12 Published:2022-09-21

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以亚磷酸二异丙酯为磷酰化试剂、次氯酸钠为氯代试剂首次对20种常见的α-氨基酸进行了磷酰化.通过添加适量四丁基溴化铵为相转移催化剂,使用过量的亚磷酸二异丙酯以补偿其在强碱环境中的水解,从而提高了反应产率.所得产物经核磁共振谱、红外光谱和质谱鉴定结构并分析总结了该类化合物的谱图特征规律.

关键词: 氨基酸, N-磷酰化氨基酸, 合成

In this paper twenty kinds of N-(diisopropyloxyphosphoryl)amino acids were first synthesized using diisopropyl phosphite as the phosphorylating agent, and sodium hypochlorite as the chlorinating agent. The yield wasincreased through adding tetrabutyl ammonium bromide as the phase transfer catalyst, and using excessive diisopropyl phosphite to compensate its hydrolyzation.The products were identified by NMR, IR and MS spectra, and their spectral characterizations were analyzed and summarized.

Key words: amino acid, N-phosphoryl amino acid, synthesis