ISOLATION OF A HIGHLY FUNCTIONALIZED TROGER BASE DERIVATIVE VIA A NOVEL REACTION

被引：33

作者：

BECKER, DP

FINNEGAN, PM

COLLINS, PW

机构：

[1] Searle Research and Development, Skokie, IL 60077

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 12期

关键词：

D O I：

10.1016/S0040-4039(00)91955-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Heating a solution of methyl 5-chloro-4-[(ethoxyoxoacctyl)amino]-2-methoxybenz-oate 3 in DMSO gave rise to the formation of the highly substituted Troger's base derivative dimethyl 4,10-dichloro-1,7-dimethoxy-6H,12H-5,11-methano-dibenzo[b,f][1,5]diazocine-2,8-dicarboxylate 4 as well as methyl 8-chloro-5-methoxy-6-quinolinecarboxylate 5.

引用

收藏

页码：1889 / 1892

页数：4

相关论文

共 17 条

[1] A CONVENIENT SYNTHESIS OF METHYL 4-AMINO-5-CHLORO-2-METHOXYBENZOATE [J].

EHRENKAUFER, RL ;

SCRIPKO, JG ;

HOFFMAN, PL .

ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1992, 24 (01) :64-66

[2]

HESSE G, 1976, LIEBIGS ANN CHEM, P996

[3] SYNTHESIS AND NEUROLEPTIC ACTIVITY OF BENZAMIDES - CIS-N-(1-BENZYL-2-METHYLPYRROLIDIN-3-YL)-5-CHLORO-2-METHOXY-4-(METHYLAMINO)BENZAMIDE AND RELATED-COMPOUNDS [J].

IWANAMI, S ;

TAKASHIMA, M ;

HIRATA, Y ;

HASEGAWA, O ;

USUDA, S .

JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (10) :1224-1230

[4] LIQUID-CHROMATOGRAPHY ON TRIACETYLCELLULOSE .2. SEPARATION OF ENANTIOMERS BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY ON TRIACETYLCELLULOSE [J].

LINDNER, KR ;

MANNSCHRECK, A .

JOURNAL OF CHROMATOGRAPHY, 1980, 193 (02) :308-310

[5]

MOFFATT JG, 1971, OXIDATION, V2, P1

[6] Concerning the fission of the Troger base in optical antipodes, an article on the stereochemistry of triple value nitrogen [J].

Prelog, V ;

Wieland, P .

HELVETICA CHIMICA ACTA, 1944, 27 :1127-1134

[7] NEW CHIRAL STATIONARY PHASES FOR THE HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC RESOLUTION OF ENANTIOMERS [J].

SAIGO, K ;

CHEN, Y ;

KUBOTA, N ;

TACHIBANA, K ;

YONEZAWA, N ;

HASEGAWA, M .

CHEMISTRY LETTERS, 1986, (04) :515-518

[8] The structure of Troeger's base [J].

Spielman, MA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1935, 57 (01) :583-585

[9] MOLECULAR ARMATURES - SYNTHESIS AND STRUCTURE OF TROGERS BASE ANALOGS DERIVED FROM 4-SUBSTITUTED, 2,4-SUBSTITUTED, 3,4-SUBSTITUTED, AND 2,4,5-SUBSTITUTED ANILINE DERIVATIVES .7. [J].

SUCHOLEIKI, I ;

LYNCH, V ;

PHAN, L ;

WILCOX, CS .

JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (01) :98-104

[10]

TROEGER J, 1887, J PRAKT CHEM, V36, P227