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
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
收藏
页码:1089 / 1103
页数:15
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