Solid phase synthesis of fumitremorgin, verruculogen and tryprostatin analogs based on a cyclization/cleavage strategy

被引：60
|
作者：
van Loevezijn, A
van Maarseveen, JH
Stegman, K
Visser, GM
Koomen, GJ
机构：
[1] Univ Amsterdam, Inst Mol Chem, Organ Chem Lab, NL-1018 WS Amsterdam, Netherlands
[2] Solvay Pharmaceut Res Labs, NL-1380 DA Weesp, Netherlands
来源：
TETRAHEDRON LETTERS | 1998年 / 39卷 / 26期
关键词：
solid-phase synthesis; Pictet-Spengler reactions; amino acids and derivatives; coupling reagents;
D O I：
10.1016/S0040-4039(98)00931-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A solid phase synthesis towards structural analogs of fumitremorgins, verruculogens and tryprostatins using a cyclization/cleavage strategy was developed. To prove the general applicability of the route, a representative set of 42 single compounds (as diastereomeric mixtures) was prepared by parallel synthesis and analyzed with LC/MS. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：4737 / 4740
页数：4
相关论文
共 50 条
  • [1] Solid phase synthesis of heterocycles by cyclization/cleavage methodologies
    van Maarseveen, JH
    COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING, 1998, 1 (04) : 185 - 214
  • [2] Synthesis of Azole-Enriched Cyclic Peptides by A Clean Solid-Phase-Based Cyclization-Cleavage Strategy
    Tao, Houchao
    Peng, Lingling
    Zhang, Qinghai
    ACS COMBINATORIAL SCIENCE, 2013, 15 (09) : 447 - 451
  • [3] SYNTHESIS OF CARBA VASOPRESSIN ANALOGS BY SOLID-PHASE CYCLIZATION
    BUKU, A
    SCHWARTZ, IL
    JOURNAL OF PROTEIN CHEMISTRY, 1985, 4 (03): : 163 - 170
  • [4] Solid phase synthesis of peptide analogs via snap cyclization.
    Zhang, AJ
    Burgess, K
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 215 : U73 - U73
  • [5] Solid phase synthesis and on-resin cyclization of cyclosporine analogs.
    Stokes, SS
    Rich, DH
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 216 : U309 - U310
  • [6] Solid-phase synthesis of cyclooctadepsipeptide PF1022A analogs using a cyclization-cleavage method with oxime resin
    Lee, BH
    TETRAHEDRON LETTERS, 1997, 38 (05) : 757 - 760
  • [7] 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
  • [8] Solid phase synthesis of piperazinone derivatives based on the Ugi-reduction-cyclization strategy.
    Fernandez-Saiz, M
    Saneii, H
    Lou, BL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U209 - U209
  • [9] A new cleavage strategy for the solid-phase synthesis of secondary amines
    Conti, P
    Demont, D
    Cals, J
    Ottenheijm, HCJ
    Leysen, D
    TETRAHEDRON LETTERS, 1997, 38 (16) : 2915 - 2918
  • [10] Solid phase synthesis of hydantoin library using a novel cyclization and traceless cleavage step
    Kim, SW
    Ahn, SY
    Koh, JS
    Lee, JH
    Ro, S
    Cho, HY
    TETRAHEDRON LETTERS, 1997, 38 (26) : 4603 - 4606
12345