N-叔丁氧酰基-O-烷基-L-酪氨酸甲酯的合成工艺研究  被引量:4

Investigation of the Technology for the Preparation of Methyl N-tert-butoxyl-carbonyl-O-alkyl-L-tyrosinate

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作  者:宋小礼[1] 范莉[1] 谷广娜[1] 许荩[1] 周祖文[1] 杨大成[1] 

机构地区:[1]西南大学化学化工学院,重庆400715

出  处:《西南大学学报(自然科学版)》2009年第7期112-115,共4页Journal of Southwest University(Natural Science Edition)

基  金:重庆市自然科学基金资助项目(2005BB5095);西南师范大学博士科研基金资助项目(SWNU.B2005010);高新技术培育基金资助项目(XSGX05)

摘  要:以L-酪氨酸为原料,经由羧基、氨基保护后,对其侧链酚羟基进行修饰,得到两个未见文献报道酪氨酸的衍生物Ia,Ib,其总收率分别为74.5%,75.6%,合成方法简便,成本低廉,具有较高的商业应用价值.化合物结构经MS,IR,1H NMR和13C NMR的验证.The carboxyl and amino groups of L-tyrosine were protected with methyl esterification for the carboxyl group and with tert-butyloxy carbonylation for the amino group, and then the hydroxyl group was alkylated with n-butyl bromide and methyl-bromoacetate alternatively. Thus two new L-tyrosine derivatives (Ia and Ib) were obtained with an overall yield 74.5% and 75.6%, respectively. The established synthesis technology of L-tyrosine derivatives has advantages over other known ways for its facile operation and low cost. Therefore it has a promising prospect of commercial application. The chemical structures of the compounds were confirmed by MS, IR, ^1H NMR and ^13C NMR.

关 键 词:L-酪氨酸 羧基保护 氨基保护 醚化 

分 类 号:O621.3[理学—有机化学]

 

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