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
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
  • [31] Manual solid phase synthesis of potent peptide analogs
    Tsai, Jia-Yin
    Lung, Feng-Di T.
    Chinese Pharmaceutical Journal, 2002, 54 (02): : 141 - 147
  • [32] Solid-Phase Total Synthesis of Daptomycin and Analogs
    Lohani, Chuda Raj
    Taylor, Robert
    Palmer, Michael
    Taylor, Scott D.
    ORGANIC LETTERS, 2015, 17 (03) : 748 - 751
  • [33] SOLID-PHASE SYNTHESIS OF NEUTRAL OLIGONUCLEOTIDE ANALOGS
    WANG, HY
    WELLER, DD
    TETRAHEDRON LETTERS, 1991, 32 (50) : 7385 - 7388
  • [34] Solid phase synthesis of ascorbic acid analogs.
    Valencia-Gallegos, JA
    Rojas-Hernandez, R
    Moreno, J
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U327 - U327
  • [35] Solid phase synthesis of thalidomide and its analogs.
    Xiao, ZL
    Schaefer, K
    Li, PK
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 222 : U659 - U659
  • [36] SOLID-PHASE SYNTHESIS OF LAVENDUSTIN-A AND ANALOGS
    GREEN, J
    JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (13): : 4287 - 4290
  • [37] Total synthesis of (-)-dysibetaine via a nitrenium ion cyclization-dienone cleavage strategy
    Wardrop, DJ
    Burge, MS
    CHEMICAL COMMUNICATIONS, 2004, (10) : 1230 - 1231
  • [38] Solid phase synthesis and on-resin cyclization of cyclosporins.
    Rich, DH
    Raman, P
    Angell, YM
    Flentke, GR
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1997, 213 : 131 - ORGN
  • [39] Research Progress on the Synthesis of Benzofuran Based on Cyclization Strategy
    Jin, Ruiwen
    Wang, Lianjie
    Song, Yue
    Liu, Xiaopei
    Wang, Junwei
    Li, Zhongxian
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2024, 44 (09) : 2742 - 2759
  • [40] A solid phase approach to PDMP analogs: A general strategy for combinatorial library
    Dong, Chun-Hong
    Zhang, Yue-Teng
    Huang, Gang
    Dong, Jing-Jing
    Liu, Hong-Xu
    Tian, Xian-Hai
    Wang, Jing
    Lv, Zhi-Gang
    Song, Li-Na
    Yu, Wen-Quan
    CHINESE CHEMICAL LETTERS, 2013, 24 (09) : 845 - 848