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

被引:95
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
    BARLOS, K
    GATOS, D
    KAPOLOS, S
    PAPAPHOTIU, G
    SCHAFER, W
    YAO, WQ
    [J]. TETRAHEDRON LETTERS, 1989, 30 (30) : 3947 - 3950
  • [2] SYNTHESIS OF PROTECTED PEPTIDE-FRAGMENTS USING SUBSTITUTED TRIPHENYLMETHYL RESINS
    BARLOS, K
    GATOS, D
    KALLITSIS, J
    PAPAPHOTIU, G
    SOTIRIU, P
    YAO, WQ
    SCHAFER, W
    [J]. TETRAHEDRON LETTERS, 1989, 30 (30) : 3943 - 3946
  • [3] ARTHROPOD TOXINS AS LEADS FOR NOVEL INSECTICIDES - AN ASSESSMENT OF POLYAMINE AMIDES AS GLUTAMATE ANTAGONISTS
    BLAGBROUGH, IS
    BRACKLEY, PTH
    BRUCE, M
    BYCROFT, BW
    MATHER, AJ
    MILLINGTON, S
    SUDAN, HL
    USHERWOOD, PNR
    [J]. 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
    BYCROFT, BW
    CHAN, WC
    HONE, ND
    MILLINGTON, S
    NASH, IA
    [J]. 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
    BYCROFT, BW
    CHAN, WC
    CHHABRA, SR
    HONE, ND
    [J]. 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
    CHOI, SK
    GOODNOW, RA
    KALIVRETENOS, A
    CHILES, GW
    FUSHIYA, S
    NAKANISHI, K
    [J]. TETRAHEDRON, 1992, 48 (23) : 4793 - 4822
  • [9] SYNTHESIS AND ASSAY OF HYBRID ANALOGS OF ARGIOTOXIN-636 AND PHILANTHOTOXIN-433 - GLUTAMATE-RECEPTOR ANTAGONISTS
    CHOI, SK
    NAKANISHI, K
    USHERWOOD, PNR
    [J]. TETRAHEDRON, 1993, 49 (26) : 5777 - 5790
  • [10] STRUCTURE AND SYNTHESIS OF A POTENT GLUTAMATE RECEPTOR ANTAGONIST IN WASP VENOM
    ELDEFRAWI, AT
    ELDEFRAWI, ME
    KONNO, K
    MANSOUR, NA
    NAKANISHI, K
    OLTZ, E
    USHERWOOD, PNR
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1988, 85 (13) : 4910 - 4913