SYNTHESIS OF CHIRAL URETHANE N-ALKOXYCARBONYL TETRAMIC ACIDS FROM URETHANE N-CARBOXYANHYDRIDES (UNCAS)

被引：40

作者：

FEHRENTZ, JA

BOURDEL, E

CALIFANO, JC

CHALOIN, O

DEVIN, C

GARROUSTE, P

LIMALEITE, AC

LLINARES, M

RIEUNIER, F

VIZAVONNA, J

WINTERNITZ, F

LOFFET, A

MARTINEZ, J

机构：

[1] FAC PHARM MONTPELLIER,CNRS,CHIM & PHARMACOL MOLEC INTERET BIOL LAB,F-34060 MONTPELLIER,FRANCE

[2] PROPEPTIDE,F-91710 VERT LE PETIT,FRANCE

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 10期

关键词：

D O I：

10.1016/S0040-4039(00)76757-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of chiral N-protected tetramic acid derivatives which are important precursors of beta-hydroxy gamma-amino acid under mild conditions is described. Reaction of urethane-N-carboxyanhydrides (UNCAs) with Meldrum's acid in the presence of a tertiary amine, followed by subsequent cyclisation produced tetramic acid derivatives. This procedure is applicable to Boc-, Fmoc- and Z- N-carboxyanhydrides.

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页码：1557 / 1560

页数：4

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