Short enantioselective total synthesis of (+)-tofacitinib

被引:3
|
作者
Mane, Kishor D. [1 ,2 ]
Kamble, Rohit B. [1 ,2 ]
Suryavanshi, Gurunath [1 ,2 ]
机构
[1] Natl Chem Lab, CSIR, Chem Engn & Proc Dev Div, Dr Homi Bhabha Rd, Pune 411008, Maharashtra, India
[2] Acad Sci & Innovat Res, Ghaziabad 201002, India
关键词
L-Proline; Piperidone; Aminohydroxylation; Hydrogenation; FORMAL ASYMMETRIC-SYNTHESIS; ALPHA-AMINOXYLATION; KINASE; INHIBITION; ALDEHYDES;
D O I
10.1016/j.tetlet.2021.152838
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioselective total synthesis of Tofacitinib (CP-690,550), a Janus tyrosine kinase (JAK3) specific inhibitor has been achieved from the readily available 4-piperidone. Proline catalysed hydroxylation is the key step for the synthesis of enantiopure 1-benzyl-4-methylpiperidin-3-ol. (C) 2021 Elsevier Ltd. All rights reserved.
引用
收藏
页数:3
相关论文
共 50 条
  • [31] Enantioselective Total Synthesis of (-)-Alstoscholarisine A
    Liang, Xiao
    Jiang, Shi-Zhi
    Wei, Kun
    Yang, Yu-Rong
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (08) : 2560 - 2562
  • [32] Enantioselective Total Synthesis of (-)-Misramine
    Yoshida, Keisuke
    Fujino, Yuta
    Takamatsu, Yusei
    Matsui, Kohei
    Ogura, Akihiro
    Fukami, Yuri
    Kitagaki, Shinji
    Takao, Ken-ichi
    ORGANIC LETTERS, 2018, 20 (16) : 5044 - 5047
  • [33] Enantioselective total synthesis of (-)-heliannuol A
    Kishuku, H
    Shindo, M
    Shishido, K
    CHEMICAL COMMUNICATIONS, 2003, (03) : 350 - 351
  • [34] Enantioselective Total Synthesis of (+)-Arboridinine
    Zhang, Zhen
    Xie, Sujun
    Cheng, Bin
    Zhai, Hongbin
    Li, Yun
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (17) : 7147 - 7154
  • [35] Enantioselective total synthesis of (+)-serinolamide A
    Gahalawat, Suraksha
    Pandey, Satyendra Kumar
    RSC ADVANCES, 2015, 5 (51) : 41013 - 41016
  • [36] Enantioselective Total Synthesis of (+)-PlumisclerinA
    Gao, Ming
    Wang, Ye-Cheng
    Yang, Kai-Rui
    He, Wei
    Yang, Xiao-Liang
    Yao, Zhu-Jun
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (40) : 13313 - 13318
  • [37] Enantioselective total synthesis of (+)-vincamine
    Xue, Fanglin
    Liu, Hengmao
    Wang, Rui
    Zhang, Dan
    Song, Hao
    Liu, Xiao-Yu
    Qin, Yong
    CHINESE CHEMICAL LETTERS, 2022, 33 (04) : 2044 - 2046
  • [38] Enantioselective total synthesis of aspidophytine
    Sumi, S
    Matsumoto, K
    Tokuyama, H
    Fukuyama, T
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 227 : U179 - U179
  • [39] Enantioselective total synthesis of (+)-sarcodictyenone
    Yamazaki, Takako
    Ishikawa, Minoru
    Uemura, Miki
    Kanda, Yuko
    Takei, Hisashi
    Asaoka, Morio
    TETRAHEDRON, 2008, 64 (08) : 1895 - 1900
  • [40] An enantioselective total synthesis of (+)-cassiol
    Tetrahedron Lett, 51 (9229):