Solid phase synthesis of ureas of secondary amines via carbamoyl chloride

被引：23

作者：

Wang, GT

Chen, YW

Wang, SD

Sciotti, R

Sowin, T

机构：

[1] Dept. of Combinatorial Chemistry, Pharmaceutical Discov. Abbott L., Abbott Park

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 11期

关键词：

COMBINATORIAL TECHNOLOGIES; DRUG DISCOVERY; LIBRARIES;

D O I：

10.1016/S0040-4039(97)00245-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Secondary amines attached to a solid support such as the Wang resin can be converted to the corresponding carbamoyl chlorides by treatment with phosgene or triphosgene, Further reaction of the resulting carbamoyl chlorides with primary or secondary amines affords ureas in high yield and chemical purity. (C) 1997 Elsevier Science Ltd.

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页码：1895 / 1898

页数：4

相关论文

共 10 条

[1] SOLID-PHASE SYNTHESES OF UNNATURAL BIOPOLYMERS CONTAINING REPEATING UREA UNITS [J].

BURGESS, K ;

LINTHICUM, DS ;

SHIN, HW .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (08) :907-909

[2] OPTIMIZATION OF HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC ANALYSIS WITH UV DETECTION - LIGHT-SCATTERING DETECTION TO ESTABLISH THE COELUTION OF UV-ABSORBING AND NON-UV-ABSORBING CONSTITUENTS [J].

ELFAKIR, C ;

LAFOSSE, M ;

DREUX, M .

JOURNAL OF CHROMATOGRAPHY, 1990, 513 :354-359

[3] Design, synthesis, and evaluation of small-molecule libraries [J].

Ellman, JA .

ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :132-143

[4] APPLICATIONS OF COMBINATORIAL TECHNOLOGIES TO DRUG DISCOVERY .1. BACKGROUND AND PEPTIDE COMBINATORIAL LIBRARIES [J].

GALLOP, MA ;

BARRETT, RW ;

DOWER, WJ ;

FODOR, SPA ;

GORDON, EM .

JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (09) :1233-1251

[5] Strategy and tactics in combinatorial organic synthesis. Applications to drug discovery [J].

Gordon, EM ;

Gallop, MA ;

Patel, DV .

ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :144-154

[6] APPLICATIONS OF COMBINATORIAL TECHNOLOGIES TO DRUG DISCOVERY .2. COMBINATORIAL ORGANIC-SYNTHESIS, LIBRARY SCREENING STRATEGIES, AND FUTURE-DIRECTIONS [J].

GORDON, EM ;

BARRETT, RW ;

DOWER, WJ ;

FODOR, SPA ;

GALLOP, MA .

JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (10) :1385-1401

[7] Solid-phase organic reactions: A review of the recent literature [J].

Hermkens, PHH ;

Ottenheijm, HCJ ;

Rees, D .

TETRAHEDRON, 1996, 52 (13) :4527-4554

[8] A STRATEGY FOR UREA LINKED DIAMINE LIBRARIES [J].

HUTCHINS, SM ;

CHAPMAN, KT .

TETRAHEDRON LETTERS, 1995, 36 (15) :2583-2586

[9] A GENERAL-METHOD FOR THE SOLID-PHASE SYNTHESIS OF UREAS [J].

HUTCHINS, SM ;

CHAPMAN, KT .

TETRAHEDRON LETTERS, 1994, 35 (24) :4055-4058

[10] Synthesis and applications of small molecule libraries [J].

Thompson, LA ;

Ellman, JA .

CHEMICAL REVIEWS, 1996, 96 (01) :555-600