A large-scale synthesis of enantiomerically pure cetirizine dihydrochloride using preparative chiral HPLC

被引:24
|
作者
Pflum, DA [1 ]
Wilkinson, HS [1 ]
Tanoury, GJ [1 ]
Kessler, DW [1 ]
Kraus, HB [1 ]
Senanayake, CH [1 ]
Wald, SA [1 ]
机构
[1] Sepracor Inc, Chem Res & Dev, Marlborough, MA 01752 USA
关键词
D O I
10.1021/op0002951
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Enantiomerically pure cetirizine can be prepared by preparative HPLC separation of cetirizine amide, The amide has an alpha value of 2.76 (USP resolution of 8.54) using a Chiralpak AD column, and 0.5 wt % of the amide (based on packing material) can be injected per run.
引用
收藏
页码:110 / 115
页数:6
相关论文
共 50 条
  • [1] A large-scale synthesis of enantiomerically pure γ-hydroxy-organochalcogenides
    Princival, Jefferson L.
    de Oliveira, Morilo S. C.
    Dos Santos, Alcindo A.
    Comasseto, Joao V.
    TETRAHEDRON-ASYMMETRY, 2009, 20 (23) : 2699 - 2703
  • [2] Convenient, large-scale asymmetric synthesis of enantiomerically pure trans-cinnamylglycine and -α-alanine
    Qiu, W
    Soloshonok, VA
    Cai, CZ
    Tang, XJ
    Hruby, VJ
    TETRAHEDRON, 2000, 56 (17) : 2577 - 2582
  • [3] Large-scale purification of epilactose using a semi-preparative HPLC system
    Kuschel, Beatrice
    Riemer, Felix
    Pfost, Daniel
    Conrad, Juergen
    Losch, Carsten
    Claassen, Wolfgang
    Beifuss, Uwe
    Weiss, Jochen
    Mu, Wanmeng
    Jiang, Bo
    Stressler, Timo
    Fischer, Lutz
    EUROPEAN FOOD RESEARCH AND TECHNOLOGY, 2017, 243 (03) : 391 - 402
  • [4] Large-scale purification of epilactose using a semi-preparative HPLC system
    Beatrice Kuschel
    Felix Riemer
    Daniel Pfost
    Jürgen Conrad
    Carsten Losch
    Wolfgang Claaßen
    Uwe Beifuß
    Jochen Weiss
    Wanmeng Mu
    Bo Jiang
    Timo Stressler
    Lutz Fischer
    European Food Research and Technology, 2017, 243 : 391 - 402
  • [5] RESOLUTION OF GOSSYPOL - ANALYTICAL AND LARGE-SCALE PREPARATIVE HPLC ON NONCHIRAL PHASES
    MATLIN, SA
    BELENGUER, A
    TYSON, RG
    BROOKES, AN
    JOURNAL OF HIGH RESOLUTION CHROMATOGRAPHY & CHROMATOGRAPHY COMMUNICATIONS, 1987, 10 (02): : 86 - 91
  • [6] High-Yielding Large-Scale Syntheses of Enantiomerically Pure NOBIN and a NOBIN-Based Enantiomerically Pure NHC Precursor
    Saelinger, Daniel
    Brueckner, Reinhard
    SYNLETT, 2009, (01) : 109 - 111
  • [7] CHIRAL BICYCLIC LACTAMS - SYNTHESIS OF ENANTIOMERICALLY PURE CYCLOPROPANES
    ROMO, D
    MEYERS, AI
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 199 : 176 - ORGN
  • [8] Novel synthesis of chiral, enantiomerically pure thiodiglycols and diglycols
    Christoffers, J
    Rössler, U
    TETRAHEDRON-ASYMMETRY, 1998, 9 (13) : 2349 - 2357
  • [9] Biocatalytic Approaches to the Synthesis of Enantiomerically Pure Chiral Amines
    Ghislieri, Diego
    Turner, Nicholas J.
    TOPICS IN CATALYSIS, 2014, 57 (05) : 284 - 300
  • [10] SUGARS AS CHIRAL AUXILIARIES FOR THE SYNTHESIS OF ENANTIOMERICALLY PURE COMPOUNDS
    REISSIG, HU
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1992, 31 (03): : 288 - 290