AN EFFICIENT SYNTHESIS OF ETHYL 5-OXAZOLEACETATES

被引：22

作者：

DOW, RL

机构：

[1] Central Research Division, Pfizer Inc., Groton

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 01期

关键词：

D O I：

10.1021/jo00288a077

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Investigations in a number of laboratories have shown agents containing a core 4- or 5-oxazoleacetic acid functionality to possess a range of important pharmacological activities.1-3A series of 5-furyl-4-oxazoleacetic acid de-rivatives1 significantly reduce serum cholesterol and triglyceride levels in animal models. Members of the structurally related 5-oxazoleacetic acids, including 2,4-diaryl2and 4-aryl3derivatives, are capable of modulating inflammation and hyperglycemia, respectively. In light of these findings, it is somewhat surprising that the latter. © 1990, American Chemical Society. All rights reserved.

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页码：386 / 388

页数：3

相关论文

共 11 条

[1] DIRECT LIQUID-CHROMATOGRAPHIC SEPARATION OF ENANTIOMERS ON IMMOBILIZED PROTEIN STATIONARY PHASES .3. OPTICAL RESOLUTION OF A SERIES OF N-AROYL D,L-AMINO ACIDS BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY ON BOVINE SERUM-ALBUMIN COVALENTLY BOUND TO SILICA [J].

ALLENMARK, S ;

BOMGREN, B ;

BOREN, H .

JOURNAL OF CHROMATOGRAPHY, 1983, 264 (01) :63-68

[2]

BROWN WK, 1971, Patent No. 3574228

[3] 5-OXAZOLONES .4. REACTIONS OF 5(4H)-OXAZOLONES WITH TRIPHENYLPHOSPHONIUM METHYLIDES [J].

ERBA, E ;

GELMI, ML ;

POCAR, D .

CHEMISCHE BERICHTE-RECUEIL, 1988, 121 (08) :1519-1524

[4] SYNTHETIC STUDIES OF DIDEMNINS .2. APPROACHES TO STATINE DIASTEREOMERS [J].

HARRIS, BD ;

BHAT, KL ;

JOULLIE, MM .

TETRAHEDRON LETTERS, 1987, 28 (25) :2837-2840

[5] ACYLAMINOACETYL DERIVATIVES OF ACTIVE METHYLENE-COMPOUNDS .1. THE CYCLIZATION OF THE BENZOYLAMINOACETYL DERIVATIVES TO ALPHA-SUBSTITUTED TETRAMIC ACIDS [J].

IGGLESSIMARKOPOULOU, O ;

SANDRIS, C .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1982, 19 (04) :883-890

[6] AN IMPROVED SYNTHESIS OF BETA-KETO ESTER UNITS IN DIDEMNINS, USING 2,2'-CARBONYL-BIS(3,5-DIOXO-4-METHYL-1,2,4-OXADIAZOLIDINE) [J].

JOUIN, P ;

DUFOUR, MN ;

MAUGRAS, I ;

PANTALONI, A ;

CASTRO, B .

TETRAHEDRON LETTERS, 1988, 29 (22) :2661-2664

[7] COPPER (I)-PROMOTED CONDENSATION OF ALPHA-AMINO-ACIDS WITH BETA-KETO THIO ESTERS - SYNTHESIS OF N-ACYLATED L-LEUCINE DERIVATIVES CONTAINING (S)-4-HYDROXY-5-METHYL-3-OXOHEXANOIC AND (S)-4-HYDROXY-2,5-DIMETHYL-3-OXOHEXANOIC ACID [J].

KIM, HO ;

OLSEN, RK ;

CHOI, OS .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (20) :4531-4536

[8]

LAKHAN R, 1974, ADV HETEROCYCLIC CHE, V17, P102

[9]

MEGURO K, 1986, Patent No. 4596816

[10] SYNTHESIS OF ETHYL 2-(4-CHLOROPHENYL)-5-(2-FURYL)-4-OXAZOLEACETATE, A HYPOLIPIDEMIC AGENT, AND RELATED-COMPOUNDS [J].

MORIYA, T ;

SEKI, M ;

TAKABE, S ;

MATSUMOTO, K ;

TAKASHIMA, K ;

MORI, T ;

ODAWARA, A ;

TAKEYAMA, S .

JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (06) :1197-1204