Nonchromatographic Isolation of 2-Alkyl-2H-1,2,3-Triazoles in the Synthesis of NK3 Receptor Antagonists

被引:1
|
作者
Wang, Huan [1 ]
Yin, Hao [1 ]
机构
[1] GlaxoSmithKline Inc, Chem Dev, King Of Prussia, PA 19406 USA
关键词
AZIDE-ALKYNE CYCLOADDITION; TERMINAL ALKYNES; OXIDATION;
D O I
10.1021/op900320j
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A nonchromatographic isolation of a 2-alkyl-2H-triazole from a 1:1 mixture with the corresponding 1-alkyl-1H isomer was developed in a scalable synthesis of a synthetic intermediate for NK3 receptor antagonists. Based on the fundamental nucleophilicity difference in die isomeric triazoles, this method could he used as a general tactic in the isolation of 2H-triazoles.
引用
收藏
页码:474 / 476
页数:3
相关论文
共 50 条
  • [21] Enamine approach for the synthesis of 1,2,3-triazoles
    Chan, TR
    Fokin, VV
    Sharpless, KB
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U512 - U512
  • [22] Advances in the Synthesis of NH-1,2,3-Triazoles
    Zhang, Wensheng
    Kuang, Chunxiang
    Yang, Qing
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2011, 31 (01) : 54 - 62
  • [23] Progress in the Synthesis of Fused 1,2,3-Triazoles
    Kumar, Hariom
    Dhameja, Manoj
    Rizvi, Marziya
    Gupta, Preeti
    CHEMISTRYSELECT, 2021, 6 (20): : 4889 - 4947
  • [24] SYNTHESIS OF 4-NITRO-1,2,3-TRIAZOLES
    VERESHCHAGIN, LI
    NIKITIN, VM
    MESHCHERYAKOV, VI
    GAREEV, GA
    KIRILLOVA, LP
    SHULGINA, VM
    ZHURNAL ORGANICHESKOI KHIMII, 1989, 25 (08): : 1744 - 1747
  • [25] Organocatalytic Selective [3+2] Cycloadditions: Synthesis of Functionalized 5-Arylthiomethy1-1,2,3-triazoles and 4-Arylthio-1,2,3-triazoles
    Reddy, G. Surendra
    Reddy, L. Mallikarjuna
    Kumar, A. Suresh
    Ramachary, Dhevalapally B.
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (23): : 15488 - 15501
  • [26] NEW SYNTHESIS OF HYDROXY-1,2,3-TRIAZOLES
    LIND, H
    KRISTINSSON, H
    SYNTHESIS-STUTTGART, 1974, (03): : 198 - 199
  • [27] SYNTHESIS OF SOME 1,2,3-TRIAZOLES DERIVATIVES
    Bouasla, Souad
    Fatmi, Chames Eddyn
    Teguiche, Mabrouk
    REVUE ROUMAINE DE CHIMIE, 2012, 57 (12) : 1037 - 1040
  • [28] Another Way to the Synthesis of 1,2,3-Triazoles
    Xu, Beihua
    Hu, Yongzhou
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 (05) : 1217 - 1222
  • [29] Greener synthesis of substituted 1,2,3-triazoles
    Kellen-Yuen, Cynthia
    Raikevitch, Cathleen
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2006, 231
  • [30] STRUCTURE AND SPECTROSCOPIC CHARACTERIZATION OF 1-HYDRAZONOYL-1,2,3-TRIAZOLES AND 2-HYDRAZONOYL-1,2,3-TRIAZOLES
    BOJILOVA, A
    RODIOS, NA
    ALEXANDROU, NE
    TERZIS, A
    MENTZAFOS, D
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (02) : 231 - 236