A Library of Conformationally Restricted Saturated Heterocyclic Sulfonyl Chlorides

被引:10
|
作者
Zhersh, Sergey [1 ,2 ]
Buryanov, Volodymyr V. [1 ,2 ]
Karpenko, Oleksandr V. [1 ]
Grygorenko, Oleksandr O. [1 ,2 ]
Tolmachev, Andrey A. [1 ,2 ]
机构
[1] Enamine Ltd, UA-01103 Kiev, Ukraine
[2] Kyiv Natl Taras Shevchenko Univ, Dept Chem, UA-01033 Kiev, Ukraine
来源
SYNTHESIS-STUTTGART | 2011年 / 22期
关键词
sulfonyl chlorides; nitrogen heterocycles; molecular rigidity; libraries; conformational restriction; INHIBITORS; ACID; DESIGN; PEPTIDOSULFONAMIDES; PEPTIDOMIMETICS; SULFINAMIDE; DERIVATIVES; DIVERSITY; PEPTIDES; REAGENTS;
D O I
10.1055/s-0030-1260223
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An approach to the synthesis of conformationally restricted saturated heterocyclic sulfonyl chlorides is described. Being guided by the principle of diversity-oriented conformational restriction, a mini-library of saturated heterocyclic sulfonyl chlorides was designed and synthesized. The library consists of nine members that are derivatives of azetidine, pyrrolidine, and piperidine. These compounds were prepared in 19-88% total yields on multigram scale starting from the corresponding Cbz-protected amino alcohols.
引用
收藏
页码:3669 / 3674
页数:6
相关论文
共 50 条
  • [31] NEW SPRAY FOR DETECTION OF SULFONYL CHLORIDES
    JARDINE, JR
    LANGLER, RF
    JOURNAL OF CHROMATOGRAPHY, 1976, 116 (01): : 211 - 214
  • [32] Synthesis of sulfonyl chlorides of phenylboronic acids
    Vedso, P
    Olesen, PH
    Hoeg-Jensen, T
    SYNLETT, 2004, (05) : 892 - 894
  • [33] Reduction of aromatic sulfonyl chlorides to disulfides
    Zhang, MH
    Zheng, M
    Cheng, T
    Wang, SX
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1996, 28 (04) : 467 - 469
  • [34] REACTION OF IRON PENTACARBONYL WITH SULFONYL CHLORIDES
    ALPER, H
    TETRAHEDRON LETTERS, 1969, (16) : 1239 - &
  • [35] REACTION OF SULFONYL CHLORIDES WITH ALKYLALUMINUM COMPOUNDS
    REINHECKEL, H
    JAHNKE, D
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1966, 5 (10) : 903 - +
  • [36] REACTION OF SECONDARY PHOSPHINES WITH SULFONYL CHLORIDES
    KOSTYANOVSKII, RG
    ELNATANOV, YI
    BONDARENKO, SV
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1975, 24 (12): : 2726 - 2729
  • [37] PHYSICOCHEMICAL STUDIES ON BISMUTH SULFONYL CHLORIDES
    VOROBEVA, TA
    PANCHENKO, AM
    TRIFONOV, VA
    POPOVKIN, BA
    NOVOSELOVA, AV
    ZHURNAL NEORGANICHESKOI KHIMII, 1979, 24 (03): : 767 - 772
  • [38] A new, mild preparation of sulfonyl chlorides
    Blotny, G
    TETRAHEDRON LETTERS, 2003, 44 (07) : 1499 - 1501
  • [39] TITRIMETRIC DETERMINATION OF SOME SULFONYL CHLORIDES
    VERMA, BC
    SHARMA, DK
    JAMWAL, VS
    JASROTIA, S
    SAMBRA, BS
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 1995, 34 (08): : 668 - 669