SYNTHESES OF 5-AMINO-2-PHENYL-4(3H)-PYRIMIDINONE DERIVERTIVES STARTING WITH GLYCINE

被引：3

作者：

Takahashi, Daisuke ^{[1
]}

Honda, Yutaka ^{[1
]}

Izawa, Kunisuke ^{[1
]}

机构：

[1] Ajinomoto Co Inc, Res Inst Biosci Prod & Fine Chem, Yokaichi, Mie 5100885, Japan

来源：

HETEROCYCLES | 2012年 / 85卷 / 05期

关键词：

5-Amino-4-pyrimidinone; 4-Ethoxymethylenoxazolone; Glycinate; Cyclization; Erlenmeyer Synthesis; HUMAN NEUTROPHIL ELASTASE; ACTIVE NONPEPTIDIC INHIBITORS; CHYMASE; KETONES; DESIGN; METHYL;

D O I：

10.3987/COM-12-12432

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-Cbz derivative of 5-amino-2-phenyl-4(3H)-pyrimidinone was prepared from sodium salt of methyl hydroxymethylene glycinate and benzamidine hydrochloride in good yield. However, the reaction with N-substituted benzamidine did not proceed to give the desired pyrimidinone. In contrast, the reaction of 4-ethoxymethylene-2-phenyl-5(4H)-oxazolone readily prepared from hippuric acid and N-substituted benzamidine proceeded nicely to give 5-(benzoylamino)-6-oxo-2-phenyl-1(6H)-pyrimidineacetic acid in high yield.

引用

页码：1089 / 1103

页数：15

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