高等学校化学学报

高等学校化学学报 ›› 2002, Vol. 23 ›› Issue (9): 1724.

• 研究简报 • 上一篇    下一篇

完全乙酰基化4-氨基-4-脱氧-D-甲基葡萄糖苷(S)-TBMB甲酸衍生物的合成

白晨1, 梁波1, 王淑珍2, 郑小讯1   

  1. 1. 复旦大学生命科学学院生物化学系, 上海 200433;
    2. 上海师范大学生命科学学院生物系, 上海 200234
  • 收稿日期:2001-07-02 出版日期:2002-09-24 发布日期:2002-09-24
  • 通讯作者: 白晨(1969年出生),女,副教授,从事糖化学、糖生物学研究.E-mail:baichen@fudan.edu.cn E-mail:baichen@fudan.edu.cn
  • 基金资助:

    国家自然科学基金(批准号:30100030);上海市教育委员会青年基金;复旦大学科学技术基金资助

Preparation of Per-O-acetylated (S)-TBMB Carboxylic Acid Derivant of Methyl-4-amino-4-deoxy-D-glucopyranoside

BAI Chen1, LIANG Bo1, WANG Shu-Zhen2, ZHENG Xiao-Xun1   

  1. 1. Departmentof Biochemistry, Schoolof Life Sciences, Fudan University, Shanghai 200433, China;
    2. Departmentof Biology, Collegeof Life and Sciences, Shanghai Teachers University, Shanghai 200234, China
  • Received:2001-07-02 Online:2002-09-24 Published:2002-09-24

PDF (PC)

被引次数

1

关键词: 叠氮基糖, 催化还原, 4-氨基-4-脱氧-D-甲基葡萄糖苷

Abstract: Starting from D-galactose, per-O-acetylated (S)-TBMBcarboxylic acid derivant of methyl-4-amino-4-deoxy-D-glucopyranoside was prepared. The mechanism of the possible side reactions of the catalytic reduction from different types of azide sugar to the corresponding amino sugar was discussed. 1-O-Me-protection was selected for preventing the intramolecular dehydration of the 4-amino sugar, which was a key intermediate product in this synthetic process. The product was characterized by HRMS and 1H NMR spectroscopy and will be used as a molecular model to develop a new identification method of the D, L-configurations of amino sugar.

Key words: Azido sugar, Catalytic reduction, Methyl-4-amino-4-deoxy-D-glucopyranoside

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