天冬氨酸肽醛衍生物前体Boc-Asp(OBzl)-β-Ala-Asp(OBzl)-N(OMe)Me的合成

天冬氨酸肽醛衍生物前体Boc-Asp(OBzl)-β-Ala-Asp(OBzl)-N(OMe)Me的合成

邹晓民, 赵宏, 傅翌秋, 张欣, 徐萍^*

北京大学药学院药物化学系, 北京 100083

收稿日期:2003-07-29 修回日期:2003-08-10 出版日期:2003-09-15 发布日期:2003-09-15
通讯作者: 徐萍*

Synthesis of Boc-Asp(OBzl)-β-Ala-Asp(OBzl)-N(OMe)Me as a Useful Precursor of Aspartyl Peptide Aldehyde Derivatives

ZOU Xiao-min, ZHAO Hong, FU Yi-qiu, ZHANG Xin, XU Ping^*

Department of Medicinal Chemistry, School of Pharmaceutical Sciences, Peking University, Beijing 100083, China

Received:2003-07-29 Revised:2003-08-10 Online:2003-09-15 Published:2003-09-15
Contact: XU Ping*

摘要/Abstract

摘要： 目的为了合成天冬氨酸三肽醛衍生物前体,Weinreb酰胺Boc-Asp(OBzl)-β-Ala-Asp-(OBzl)-N(OMe)Me. 方法采用DCC, IBCF法合成Weinreb酰胺; N-羟基琥珀酰亚胺活化酯用于肽合成; Boc作为氨基酸的N-保护基. 结果成功合成了Boc-Asp(OBzl)-N(OMe)Me(3), Boc-β-Ala-Asp(OBzl)-N(OMe)Me(5), and Boc-Asp(OBzl)-β-Ala-Asp(OBzl)-N(OMe)Me(7). 结论合成了有用的天冬氨酸三肽醛衍生物前体.

关键词: Weinreb酰胺, 天冬氨酸肽醛, Boc保护基, 活化酯

Abstract:

Aim To synthesize the tripepide Weinreb amide Boc-Asp(OBzl)-β-Ala- Asp(OBzl)-N(OMe)Me (7) as a useful precursor of aspartyl peptide aldehyde derivatives; Methods DCC, IBCF method was used for preparation of Weinreb amide; N-hydroxysuccinimide activated ester was used in peptide synthesis; and Boc as N-protecting group of amino acid. Results Boc-Asp(OBzl)-N(OMe)Me (3), Boc-β-Ala-Asp(OBzl)-N(OMe)Me (5), and Boc-Asp(OBzl)-β-Ala-Asp (OBzl)-N(OMe)Me (7) were synthesized successfully. Conelusion An useful precursor of tripeptide aspartyl aldehydes was synthesized.

Key words: Weinreb amide, Weinreb amide, aspartyl peptide aldehyde, aspartyl peptide aldehyde, Boc protecting group, Boc protecting group, activated ester, activated ester

中图分类号:

R914.4

Supporting: Foundation item: Supported by the National Natural Science Foundation of China (20272004, 20342003) and the National Major Program for Basic Research Development (project 973) fromthe Ministry of Science and Technology of China (G1998051114).

邹晓民, 赵宏, 傅翌秋, 张欣, 徐萍^*. 天冬氨酸肽醛衍生物前体Boc-Asp(OBzl)-β-Ala-Asp(OBzl)-N(OMe)Me的合成[J]. .

ZOU Xiao-min, ZHAO Hong, FU Yi-qiu, ZHANG Xin, XU Ping^*. Synthesis of Boc-Asp(OBzl)-β-Ala-Asp(OBzl)-N(OMe)Me as a Useful Precursor of Aspartyl Peptide Aldehyde Derivatives[J]. .