A much improved synthesis of the siderophore enterobactin

被引:33
作者
Ramirez, RJA [1 ]
Karamanukyan, L [1 ]
Ortiz, S [1 ]
Gutierrez, CG [1 ]
机构
[1] CALIF STATE UNIV LOS ANGELES,DEPT CHEM & BIOCHEM,LOS ANGELES,CA 90032
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(96)02452-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enterobactin, the cyclic trimer of N-(2,3-dihydroxybenzoyl)-L-serine has been efficiently prepared. A simple and high yield procedure has been developed for construction of N-protected serine trilactone as the key intermediate: methyl N-trityl-L-serinate and 2,2-dibutyl-1,3,2-dioxastannolane were refluxed in xylene to produce the triolide as the only lactone product in 85% yield. (C) 1997, Elsevier Science Ltd.
引用
收藏
页码:749 / 752
页数:4
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