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糖基修饰的氨基酸类化合物的合成
引用本文:钱兆生,周传健,李根,曹玲华.糖基修饰的氨基酸类化合物的合成[J].有机化学,2008,28(3):467-471.
作者姓名:钱兆生  周传健  李根  曹玲华
作者单位:1. 新疆大学化学化工学院,乌鲁木齐,830046
2. 山东大学材料学院,济南,250061
摘    要:通过对5种氨基酸酯化和氨基保护得到苄氧羰基氨基酸甲酯, 经肼解制备苄氧羰基氨基酸酰肼, 然后分别与3种不同的糖基异硫氰酸酯反应, 制备了相应的目标化合物15个, 且产率均在60%以上. 所有新化合物均经元素分析, IR, MS和1H NMR确证. 同时探索了苄氧羰基氨基酸甲酯肼解的最佳反应条件.

关 键 词:糖基异硫氰酸酯  L-α-氨基酸  酰肼  合成  Synthesis  of  Glycose-Containing
收稿时间:2006-07-18
修稿时间:2007-09-03

Synthesis of Glycose-Containing Amino Acid Derivatives
QIAN Zhao-Sheng,ZHOU Chuan-Jian,LI Gen,CAO Ling-Hua.Synthesis of Glycose-Containing Amino Acid Derivatives[J].Chinese Journal of Organic Chemistry,2008,28(3):467-471.
Authors:QIAN Zhao-Sheng  ZHOU Chuan-Jian  LI Gen  CAO Ling-Hua
Institution:(College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046)(School of Material Science and Technology, Shandong University, Jinan 250061)
Abstract:Fifteen target compounds were synthesized with the following three steps: amino acids were protected to form carbobenzoxyamino acid methyl esters, the carbobenzoxyamino acid methyl esters reacted with hydrazine to give carbobenzoxy amino acid hydrazides, and treatment of the carbobenzoxy amino acid hydrazides with glycosyl isothiocyanates afforded 3a3o in 65%~86% yields. All the new compounds were characterized by elemental analysis, MS, IR and 1H NMR spectra. Besides, the optimal reaction condition of the hydrazinolysis of carbobenzoxyamino acid methyl esters was studied.
Keywords:glycosyl isothiocyanate   L-α-amino acid  hydrazide  synthesis
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