PRACTICAL SYNTHESIS OF A HIGHLY ENANTIOSELECTIVE RECEPTOR FOR PEPTIDES

被引：47

作者：

ERICKSON, SD ^{[1
]}

SIMON, JA ^{[1
]}

STILL, WC ^{[1
]}

机构：

[1] COLUMBIA UNIV,DEPT CHEM,NEW YORK,NY 10027

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 06期

关键词：

D O I：

10.1021/jo00058a005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A practical synthesis of a highly enantioselective, C3-symmetric host molecule (2) has been developed. The basic strategy is a significant improvement over the relatively lengthy previous synthesis and involves direct addition of a Boc-tyrosine amide anion derivative 4 to methyl 3,5-bis(bromomethyl)-benzoate to give an advanced intermediate (5). The final step, a triple macrolactamization, closes three 19-membered rings simultaneously to produce the bridged macrotricyclic receptor in 70-80% yield.

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页码：1305 / 1308

页数：4

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