Dde - A selective primary amine protecting group: A facile solid phase synthetic approach to polyamine conjugates

被引:96
作者
Nash, IA [1 ]
Bycroft, BW [1 ]
Chan, WC [1 ]
机构
[1] UNIV NOTTINGHAM,DEPT PHARMACEUT SCI,NOTTINGHAM NG7 2RD,ENGLAND
关键词
D O I
10.1016/0040-4039(96)00344-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ability of the 2-chlorotrityl chloride resin and Dde to act as selective and orthogonal primary amine protecting groups has been utilised in a novel solid phase synthesis of protected symmetrical polyamines from which philanthotoxin-343 and sFTX-3.3 have been synthesised. Copyright (C) 1996 Published by Elsevier Science Ltd
引用
收藏
页码:2625 / 2628
页数:4
相关论文
共 15 条
[1]   ESTERIFICATION OF PARTIALLY PROTECTED PEPTIDE-FRAGMENTS WITH RESINS - UTILIZATION OF 2-CHLOROTRITYLCHLORIDE FOR SYNTHESIS OF LEU-15-GASTRIN-I [J].
BARLOS, K ;
GATOS, D ;
KAPOLOS, S ;
PAPAPHOTIU, G ;
SCHAFER, W ;
YAO, WQ .
TETRAHEDRON LETTERS, 1989, 30 (30) :3947-3950
[2]   SYNTHESIS OF PROTECTED PEPTIDE-FRAGMENTS USING SUBSTITUTED TRIPHENYLMETHYL RESINS [J].
BARLOS, K ;
GATOS, D ;
KALLITSIS, J ;
PAPAPHOTIU, G ;
SOTIRIU, P ;
YAO, WQ ;
SCHAFER, W .
TETRAHEDRON LETTERS, 1989, 30 (30) :3943-3946
[3]   ARTHROPOD TOXINS AS LEADS FOR NOVEL INSECTICIDES - AN ASSESSMENT OF POLYAMINE AMIDES AS GLUTAMATE ANTAGONISTS [J].
BLAGBROUGH, IS ;
BRACKLEY, PTH ;
BRUCE, M ;
BYCROFT, BW ;
MATHER, AJ ;
MILLINGTON, S ;
SUDAN, HL ;
USHERWOOD, PNR .
TOXICON, 1992, 30 (03) :303-322
[4]  
BRUCE M, 1990, TOXICON, V28, P133
[5]   SYNTHESIS OF THE SPIDER TOXINS NEPHILATOXIN-9 AND NEPHILATOXIN-11 BY A NOVEL SOLID-PHASE STRATEGY [J].
BYCROFT, BW ;
CHAN, WC ;
HONE, ND ;
MILLINGTON, S ;
NASH, IA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (16) :7415-7416
[6]   A NOVEL LYSINE-PROTECTING PROCEDURE FOR CONTINUOUS-FLOW SOLID-PHASE SYNTHESIS OF BRANCHED PEPTIDES [J].
BYCROFT, BW ;
CHAN, WC ;
CHHABRA, SR ;
HONE, ND .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (09) :778-779
[7]  
BYCROFT BW, UNPUB
[8]   SYNTHESIS OF NOVEL AND PHOTOLABILE PHILANTHOTOXIN ANALOGS - GLUTAMATE RECEPTOR ANTAGONISTS [J].
CHOI, SK ;
GOODNOW, RA ;
KALIVRETENOS, A ;
CHILES, GW ;
FUSHIYA, S ;
NAKANISHI, K .
TETRAHEDRON, 1992, 48 (23) :4793-4822
[9]   SYNTHESIS AND ASSAY OF HYBRID ANALOGS OF ARGIOTOXIN-636 AND PHILANTHOTOXIN-433 - GLUTAMATE-RECEPTOR ANTAGONISTS [J].
CHOI, SK ;
NAKANISHI, K ;
USHERWOOD, PNR .
TETRAHEDRON, 1993, 49 (26) :5777-5790
[10]   STRUCTURE AND SYNTHESIS OF A POTENT GLUTAMATE RECEPTOR ANTAGONIST IN WASP VENOM [J].
ELDEFRAWI, AT ;
ELDEFRAWI, ME ;
KONNO, K ;
MANSOUR, NA ;
NAKANISHI, K ;
OLTZ, E ;
USHERWOOD, PNR .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1988, 85 (13) :4910-4913