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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*   

  1. 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*

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

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