SYNTHETIC STUDIES TOWARDS CYCLIC-PEPTIDES - CONCISE SYNTHESIS OF THIAZOLINE AND THIAZOLE CONTAINING AMINO-ACIDS

被引:92
作者
NORTH, M [1 ]
PATTENDEN, G [1 ]
机构
[1] UNIV NOTTINGHAM,DEPT CHEM,NOTTINGHAM NG7 2RD,ENGLAND
关键词
D O I
10.1016/S0040-4020(01)81482-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Concise and efficient syntheses of optically pure thiazoline and thiazole containing amino acids of the constitution (26) and (27), based on simple condensation reactions between cysteine esters and N-protected imino ethers (22) and (25) derived from chiral amino acids, are described. The synthetic procedures are compatible with a range of amino acid side chains and protecting groups, and allow the preparation of a variety of small optically pure peptides i.e. (32) and (34) suitable for elaboration to naturally occurring cyclic peptides e.g. the lissoclinamides (3) and (4). © 1990.
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页码:8267 / 8290
页数:24
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