Synthesis 2006(5): 783-788  
DOI: 10.1055/s-2006-926324
PAPER
© Georg Thieme Verlag Stuttgart · New York

Straightforward Synthesis of Depsiphosphonopeptides via Mannich-Type Multicomponent Condensation

Jiaxi Xu*, Yuanhe Gao
Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P. R. of China
Fax: 86(10)62751708; e-Mail: jxxu@pku.edu.cn;
Further Information

Publication History

Received 22 August 2005
Publication Date:
07 February 2006 (online)

Abstract

A straightforward method for the synthesis of depsiphosphonopeptides via a Mannich-type multicomponent condensation of simple starting materials, such as benzyl carbamate, aldehydes, and 1-carbethoxyalkyl phosphorodichloridites, was developed. Compared to previous methods, our strategy provides a more efficient, convenient, and practical route for the preparation of depsiphosphonopeptides under mild reaction conditions with good yields. Such a strategy avoids the initial synthesis of 1-aminoalkyl­phosphonic acid or 1-aminoalkylphosphonous acid derivatives as starting materials.