Synthesis of UDP-glucose with 1,2-trans glycoside in a one-step reaction

被引:1
|
作者
Miyagawa, Atsushi [1 ]
Kamikawa, Saki [1 ]
Miyazaki, Shun [1 ]
Kamiya, Takeru [1 ]
Yamamura, Hatsuo [1 ]
机构
[1] Nagoya Inst Technol, Dept Life Sci & Appl Chem, Gokiso Cho,Showa Ku, Nagoya 4668555, Japan
关键词
UDP-glucose; DMC; One-step reaction; CHEMICAL-SYNTHESIS;
D O I
10.1016/j.tetlet.2022.153995
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Uridine diphosphate (UDP)-glucose with 1,2 -trans glycoside was synthesized using 2-chloro-1,3-dimethylimidazolium chloride (DMC) in a one-step reaction. The reaction achieved a high yield by the increase in glucose equivalents and UDP concentration as well as decreased the reaction temperature. The UDP-glucose in a 71% yield was purified by reverse-phase chromatography.CO 2022 Elsevier Ltd. All rights reserved.
引用
收藏
页数:3
相关论文
共 50 条
  • [41] A ONE-STEP SYNTHESIS OF PURINE DERIVATIVES BY THE REACTION OF PHENYLAZOMALONAMIDAMIDINE WITH ARYL ALDEHYDES
    YONEDA, F
    KOGA, R
    HIGUCHI, M
    CHEMISTRY LETTERS, 1982, (03) : 365 - 368
  • [42] A one-step synthesis of polyrotaxane via in situ Michael addition reaction
    Lan Jiang
    Zhen Peng
    Aiju Guo
    Lin Ye
    Zeng-guo Feng
    Iranian Polymer Journal, 2015, 24 : 679 - 685
  • [43] A one-step synthesis of polyrotaxane via in situ Michael addition reaction
    Jiang, Lan
    Peng, Zhen
    Guo, Aiju
    Ye, Lin
    Feng, Zeng-guo
    IRANIAN POLYMER JOURNAL, 2015, 24 (08) : 679 - 685
  • [44] One-step synthesis of α-pyrones from acyl chlorides by the Stille reaction
    Thibonnet, J
    Abarbri, M
    Parrain, JL
    Duchêne, A
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (11): : 3941 - 3944
  • [45] One-Step Electrochemical Synthesis of Polypyrrole-Graphene-Glucose Oxidase Nanobiocomposite for Glucose Sensing
    Lin, En-Ru
    Chiu, Chin-Jyun
    Tsai, Yu-Chen
    JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 2014, 161 (12) : B243 - B247
  • [46] Intermolecular aza-Wittig reaction:: One-step synthesis of pyrazolo[1,5-a]pyrimidine and imidazo[1,2-b]pyrazole derivatives
    Barsy, Magda A.
    El-Rady, Eman A.
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2006, 43 (03) : 523 - 526
  • [47] 1,2-trans Glycosylation via Neighboring Group Participation of 2-O-Alkoxymethyl Groups: Application to One-Pot Oligosaccharide Synthesis
    Karak, Milandip
    Joh, Yohei
    Suenaga, Masahiko
    Oishi, Tohru
    Torikai, Kohei
    ORGANIC LETTERS, 2019, 21 (04) : 1221 - 1225
  • [48] A new one-step route for the synthesis of fused pyrido[1,2-a]pyrimidin-4-ones
    Plaskon, Andrey S.
    Ryabukhin, Sergey V.
    Volochnyuk, Dmitriy M.
    Tolmachev, Andrey A.
    SYNTHESIS-STUTTGART, 2008, (07): : 1069 - 1077
  • [49] ONE-STEP SYNTHESIS OF PYRAZINO(1,2-A-4,5-A')DIINDOLE-6,13-DIONES
    SCHAFER, H
    GEWALD, K
    JOURNAL FUR PRAKTISCHE CHEMIE, 1987, 329 (04): : 745 - 748
  • [50] Significant Substituent Effect on the Anomerization of Pyranosides: Mechanism of Anomerization and Synthesis of a 1,2-cis Glucosamine Oligomer from the 1,2-trans Anomer
    Manabe, Shino
    Satoh, Hiroko
    Hutter, Juerg
    Luethi, Hans Peter
    Laino, Teodoro
    Ito, Yukishige
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (01) : 124 - 132