High-throughput synthesis and optimization of thrombin inhibitors via urazole α-addition and Michael addition

被引：39
|
作者：
Boatman, PD
Urban, J
Nguyen, M
Qabar, M
Kahn, M
机构：
[1] Molecumetics, Bellevue, WA 98005 USA
[2] Pacific NW Res Inst, Seattle, WA 98122 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2003年 / 13卷 / 08期
关键词：
D O I：
10.1016/S0960-894X(03)00155-0
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A novel alpha-addition of propiolates to urazoles followed by Michael addition of a variety of nucleophiles has been developed for rapid production and optimization of peptidomimetic drug leads. This technology has produced a number of highly potent and selective inhibitors of the serine protease, thrombin. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1445 / 1449
页数：5
相关论文
共 50 条
  • [21] Asymmetric synthesis of β-amino-cyclohexyl sulfonates via aza Michael addition
    Enders, D
    Wallert, S
    SYNLETT, 2002, (02) : 304 - 306
  • [22] Synthesis of a series of highly substituted cyclohexanols via Michael addition in an aqueous medium
    Lu, Guo-ping
    Cai, Chun
    JOURNAL OF CHEMICAL RESEARCH, 2011, (03) : 147 - 150
  • [23] DIHYDROPYRIDINES .3. SYNTHESIS OF 2-AMINODIHYDROPYRIDINES VIA MICHAEL ADDITION
    MEYER, H
    BOSSERT, F
    HORSTMANN, H
    JUSTUS LIEBIGS ANNALEN DER CHEMIE, 1977, (11-1): : 1895 - 1908
  • [24] STEREOSELECTIVE SYNTHESIS OF MELATONIN RECEPTOR AGONIST RAMELTEON VIA ASYMMETRIC MICHAEL ADDITION
    Zhang, Xuan
    Yuan, Wei
    Luo, Yu
    Huang, Qing-Qing
    Lu, Wei
    HETEROCYCLES, 2012, 85 (01) : 73 - 84
  • [25] Synthesis of N-alkoxydihydroxypyrrolidine phosphonates via intramolecular Michael addition.
    Li, H
    Zhao, K
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1997, 214 : 72 - MEDI
  • [26] A one-step synthesis of polyrotaxane via in situ Michael addition reaction
    Lan Jiang
    Zhen Peng
    Aiju Guo
    Lin Ye
    Zeng-guo Feng
    Iranian Polymer Journal, 2015, 24 : 679 - 685
  • [27] Synthesis of novel spirothiobarbituric acid. Derivatives via regioselective Michael addition
    Chande, Madhukar S.
    Suryanarayan, Vijay
    HETEROCYCLIC COMMUNICATIONS, 2006, 12 (06) : 415 - 418
  • [28] Diastereoselective Synthesis of Highly Functionalized γ-Lactams via Ugi Reaction/Michael Addition
    Vidal, Herika D. A.
    Nunes, Paulo S. G.
    Martinez, Alice K. A.
    Januario, Marcelo A. P.
    Santiago, Pedro H. O.
    Ellena, Javier
    Correa, Arlene G.
    CHEMISTRY-AN ASIAN JOURNAL, 2025, 20 (01)
  • [29] A one-step synthesis of polyrotaxane via in situ Michael addition reaction
    Jiang, Lan
    Peng, Zhen
    Guo, Aiju
    Ye, Lin
    Feng, Zeng-guo
    IRANIAN POLYMER JOURNAL, 2015, 24 (08) : 679 - 685
  • [30] Asymmetric synthesis of β-amino acids via the Michael addition of chiral metal amides
    Davies, Stephen G.
    Ichihara, Osamu
    Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry, 1997, 55 (01): : 26 - 34
12345