5-苄氧基取代色胺和L-色氨酸衍生物的合成  

Synthesis of 5-Benzyloxy-substituted Tryptamine and L-tryptophan Derivatives

作　　者：郭海慧 秦子康 王福生 Guo Haihui;Qin Zikang;Wang Fusheng(College of Pharmacy,Dali University,Dali 671000,China)

机构地区：[1]大理大学药学院,云南大理671000

出　　处：《广东化工》2022年第14期1-3,共3页Guangdong Chemical Industry

基　　金：国家自然科学基金资助项目(31860098);云南省科技厅地方高校联合专项重点项目(2019FH001-002)。

摘　　要：设计以5-羟色胺和L-5-羟色氨酸为原料,经羧基酯化、氨基Boc保护、酚羟基醚化反应等关键反应步骤,最终合成了四个5-苄氧基取代色胺和L-色氨酸衍生物。实验过程中得到的衍生物分别为5-苄氧基色胺、L-5-苄氧基色氨酸甲酯、5-对硝基苄氧基色胺和L-5-对硝基苄氧基色氨酸甲酯,四个衍生物的化学结构经核磁共振氢谱确证。本合成路线具有操作简单、收率高的特点,该天然氮源衍生物可用于单萜吲哚生物碱的合成,为寻找与开发新的活性药物提供基础材料。A simple synthetic route for the synthesis of four 5-benzyloxy-substituted tryptamine and L-tryptophan derivatives was designed using 5-hydroxy-L-tryptophan and 5-hydroxytryptamine as the raw material,and through key reaction steps such as carboxyl esterification,amino Boc protection,etherification reaction.The four tryptophan derivatives obtained during the experiment are 5-benzyloxytryptamine,L-5-benzyloxytryptophan methyl ester,5-p-nitrobenzyloxytryptamine and L-5-p-Nitrobenzyloxytryptophan methyl ester.The chemical structure of the derivatives were confirmed by 1H-NMR spectrum.The synthetic route in this study has simple operation,high yield,and can be used as a raw material for the synthesis of indole alkaloids to provide a reference for the search and development of new active drugs.

关 键 词：氨基Boc保护 酚羟基醚化反应 5-羟色胺衍生物 L-5-羟色氨酸衍生物 苄氧基 

分 类 号：R914[医药卫生—药物化学]