BENZOCARBAPENEMS FROM ETHYL INDOLE-2-ACETATE

被引：9

作者：

GILCHRIST, TL ^{[1
]}

GRAHAM, K ^{[1
]}

COULTON, S ^{[1
]}

机构：

[1] SMITHKLINE BEECHAM PHARMACEUT,DIV RES,BETCHWORTH RH3 7AJ,SURREY,ENGLAND

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 47期

关键词：

D O I：

10.1016/0040-4039(95)01796-K

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The benzocarbapenem 1 has been prepared from ethyl indole-2-acetate by reduction, hydrolysis of the ester and cyclisation. The methyl substituted carbapenems 12, 13 and 14 have also been prepared. The hydrogenation of ethyl N-BOC-indole-2-propanoate 5 is diastereoselective.

引用

页码：8693 / 8696

页数：4

共 7 条

[1] HOMOLYTIC SUBSTITUTION-REACTIONS OF ELECTRON-RICH PENTATOMIC HETEROAROMATICS BY ELECTROPHILIC CARBON-CENTERED RADICALS - SYNTHESIS OF ALPHA-HETEROARYLACETIC ACIDS [J].

BACIOCCHI, E ;

MURAGLIA, E ;

SLEITER, G .

JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (25) :6817-6820

[2] NEW SYNTHESES OF 2-ACYLBENZOFURANS, 2-ACYLINDOLES, 2-INDOLYLCARBOXYLATES, AND 2-QUINOLONES BY INTRAMOLECULAR WITTIG REACTION [J].

CAPUANO, L ;

AHLHELM, A ;

HARTMANN, H .

CHEMISCHE BERICHTE-RECUEIL, 1986, 119 (06) :2069-2074

[3] THE DEVELOPMENT AND USE OF QUANTUM-MECHANICAL MOLECULAR-MODELS .76. AM1 - A NEW GENERAL-PURPOSE QUANTUM-MECHANICAL MOLECULAR-MODEL [J].

DEWAR, MJS ;

ZOEBISCH, EG ;

HEALY, EF ;

STEWART, JJP .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) :3902-3909

[4] SYNTHESIS OF BENZOCARBACEPHEM AND BENZOCARBAPENEM DERIVATIVES BY COPPER-PROMOTED INTRAMOLECULAR AROMATIC-SUBSTITUTION [J].

JOYEAU, R ;

YADAV, LDS ;

WAKSELMAN, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (09) :1899-1907

[5] THE REDUCTION OF N-(PHENYLSULFONYL)INDOLES WITH SODIUM CYANOBOROHYDRIDE IN TRIFLUOROACETIC-ACID [J].

KETCHA, DM ;

LIEURANCE, BA .

TETRAHEDRON LETTERS, 1989, 30 (49) :6833-6836

[6]

KIKUGAWA Y, 1978, J CHEM RES-S, P184

[7]

NAGAMATSU T, 1988, CHEM PHARM BULL, V36, P1249

← 1 →