An efficient asymmetric synthesis of (S)-atenolol:: using hydrolytic kinetic resolution

被引:66
|
作者
Bose, DS [1 ]
Narsaiah, AV [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem, Fine Chem Lab, Hyderabad 500007, Andhra Pradesh, India
关键词
beta-blockers; atenolol; Jacobsen catalyst; enantiomers; isopropylamine;
D O I
10.1016/j.bmc.2004.10.057
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Enantiomerically pure (S)-atenolol was prepared by using (R,R) salen Co(III) complex for the resolution of terminal epoxide. This process was carried out at room temperature in excellent enantio selectivity. The method can be applied for large-scale preparation of (S)-atenolol without any problem. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:627 / 630
页数:4
相关论文
共 50 条
  • [21] Synthesis of Aculeatins A and B via Iterative Hydrolytic Kinetic Resolution
    Harbindu, Anand
    Kumar, Pradeep
    SYNTHESIS-STUTTGART, 2010, (09): : 1479 - 1484
  • [22] A convenient synthesis of the enantiomerically pure (S)-2,4-dihydroxybutyl-4-hydroxybenzoate using hydrolytic kinetic resolution
    More, Namita A.
    Jadhao, Nitin L.
    Garud, Dinesh R.
    Gajbhiye, Jayant M.
    SYNTHETIC COMMUNICATIONS, 2018, 48 (16) : 2093 - 2098
  • [23] Asymmetric synthesis of β,γ-unsaturated α-amino acids via efficient kinetic resolution with cinchona alkaloids
    Hang, Jianfeng
    Deng, Li
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (14) : 3856 - 3858
  • [24] Stereoselective total synthesis of (+)-cryptocarya diacetate by an iterative Jacobsen's hydrolytic kinetic resolution protocol
    Krishna, PR
    Reddy, VVR
    TETRAHEDRON LETTERS, 2005, 46 (22) : 3905 - 3907
  • [25] PREPARATION OF (S)-METHYL GLYCIDATE VIA HYDROLYTIC KINETIC RESOLUTION
    Stevenson, Christian P.
    Nielsen, Lars P. C.
    Jacobsen, Eric N.
    ORGANIC SYNTHESES, 2006, 83 : 162 - +
  • [26] Kinetic resolution of racemic cyclic sulfoxides using hydrolytic enzymes
    Kielbasinski, P
    Zwanenburg, B
    Damen, TJG
    Wieczorek, MW
    Majzner, WR
    Bujacz, GD
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 1999, 1999 (10) : 2573 - 2578
  • [27] Synthesis of chiral (salen)Co complexes and their applications in hydrolytic kinetic resolution
    Jiang Chengjun
    Chen Zhirong
    PROGRESS IN CHEMISTRY, 2008, 20 (09) : 1294 - 1305
  • [28] Mechanism of the hydrolytic kinetic resolution reaction
    Jacobsen, Eric N.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [29] Catalytic asymmetric reactions using environmentally friendly reagents and catalyst: Asymmetric synthesis versus kinetic resolution
    Tomioka, Kiyoshi
    PURE AND APPLIED CHEMISTRY, 2006, 78 (11) : 2029 - 2034
  • [30] Asymmetric Hydrolytic and Aminolytic Kinetic Resolution of Racemic Epoxides using Recyclable Macrocyclic Chiral Cobalt(III) Salen Complexes
    Tak, Rajkumar
    Kumar, Manish
    Menapara, Tusharkumar
    Gupta, Naveen
    Kureshy, Rukhsana I.
    Khan, Noor-ul H.
    Suresh, E.
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (22) : 3990 - 4001