A traceless linker approach to the solid phase synthesis of substituted guanidines utilizing a novel acyl isothiocyanate resin

被引:43
|
作者
Wilson, LJ [1 ]
Klopfenstein, SR [1 ]
Li, M [1 ]
机构
[1] Procter & Gamble Pharmaceut, Hlth Care Res Ctr, Mason, OH 45040 USA
关键词
solid phase synthesis; guanidines; EDC; combinatorial chemistry; isothiocyanate;
D O I
10.1016/S0040-4039(99)00663-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Solid phase synthesis of a series of substituted guanidines based on a novel acyl isothiocyanate resin is presented. This method provides both mono and disubstituted guanidines with a variety of sterically demanding and/or electron withdrawing substituents in good purities and yields. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3999 / 4002
页数:4
相关论文
共 50 条
  • [41] Synthesis of a novel silicon bearing linker for solid phase synthesis
    Ramage, R
    Andrews, MJI
    Raphy, J
    Wang, P
    TETRAHEDRON LETTERS, 2004, 45 (11) : 2403 - 2404
  • [42] Solid phase synthesis of N-acyl-2-substituted-dihydro-4-pyridone:: Resin activation capture approach REACAP technology
    Chen, CX
    Munoz, B
    TETRAHEDRON LETTERS, 1998, 39 (38) : 6781 - 6784
  • [43] A novel linker strategy for solid-phase synthesis
    Morphy, JR
    Rankovic, Z
    Rees, DC
    TETRAHEDRON LETTERS, 1996, 37 (18) : 3209 - 3212
  • [44] A novel solid-phase synthesis of highly diverse guanidines:: Reactions of primary amines attached to the T2*linker
    Dahmen, S
    Bräse, S
    ORGANIC LETTERS, 2000, 2 (23) : 3563 - 3565
  • [45] Traceless solid phase synthesis of 2-substituted pyrimidines using an 'off-the-shelf' chlorogermane-functionalised resin
    Spivey, AC
    Srikaran, R
    Diaper, CM
    Turner, DJ
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2003, 1 (10) : 1638 - 1640
  • [46] A novel hydrazine linker resin and its application for the solid-phase synthesis of α-branched primary amines
    Kirchhoff, JH
    Bräse, S
    Enders, D
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2001, 3 (01): : 71 - 77
  • [47] A traceless cleavage strategy for solid phase synthesis of imidazoles based on REM resin.
    Wang, ZF
    Yang, KX
    Lou, BL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 223 : B172 - B172
  • [48] A traceless approach for the solid-phase parallel synthesis of trisubstituted oxindoles
    Xie, Jinwen
    Sun, Jing
    Zhang, Guolin
    Houghten, Richard A.
    Yu, Yongping
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2007, 9 (04): : 566 - 568
  • [49] A novel approach for the solid-phase synthesis of substituted cyclic guanidines, their respective bis analogues, and N-acylated guanidines from N-acylated amino acid amides
    Acharya, AN
    Ostresh, JM
    Houghten, RA
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2001, 3 (06): : 578 - 589
  • [50] Solid-phase synthesis of N-acyl-N′-alkyl/aryl disubstituted guanidines
    Ghosh, JK
    Hol, WGJ
    Fan, EK
    JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (06): : 2161 - 2164