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Synthesis 2004(2): 276-282  
DOI: 10.1055/s-2003-44382
PAPER
© Georg Thieme Verlag Stuttgart · New York

A General Route to the Synthesis of N-Protected 1-Substituted and 1,2-Disubstituted Taurines

Jiaxi Xu*, Shu Xu
Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Department of Chemical Biology, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P. R. China
Fax: +86(10)62751708; e-Mail: jxxu@chem.pku.edu.cn;
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Publication History

Received 8 October 2003
Publication Date:
15 December 2003 (online)

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Abstract

N-Benzyloxycarbonyl protected α-substituted and α,β-disubstituted taurines were synthesized from olefins and epoxides via N-benzyloxycarbonylamino alcohol thioacetates as key intermediates. They are important sulfur analogues of naturally occurring amino acids and building blocks for the synthesis of α-substituted and α,β-disubstituted β-sulfonopeptides.

Key words

amino acid - aminoalkanesulfonic acid - epoxide - olefin - synthesis