Title:
PREPARATION METHOD FOR N-ACETYL-D-GALACTOSAMINE TRIMER PRECURSOR
Document Type and Number:
WIPO Patent Application WO/2023/245821
Kind Code:
A1
Abstract:
Disclosed in the present invention is a preparation method for an N-acetyl-D-galactosamine trimer precursor. With respect to the preparation of the trimer precursor, a preparation method for compound 4 comprises: adding compound 3, a 4Å molecular sieve and a reaction solvent into a reactor, performing filling and replacing of a protective gas three times, performing stirring, adding enol first and then slowly dropwise adding trimethylsilyl trifluoromethanesulfonate, quenching the reaction by means of an alkali solution when the reaction is finished, and carrying out operations such as extraction and liquid separation, washing, drying and filtration to obtain compound 4; and a preparation method for compound 5 comprises: adding compound 4 and an organic solvent into a reactor, performing stirring, slowly adding an NaIO4 solution into the reaction solution and stirring same for 15 minutes, then adding RuCl2 and stirring same for 1 hour, and performing spin-drying to obtain compound 5. The present invention solves the problems of complex production processes, multiple times of column chromatography purification of products and low yield in the prior art. The present invention achieves further development and updating of production processes for GalNAc.
Inventors:
HE ZHIYAO (CN)
WEI YUQUAN (CN)
WEI YUQUAN (CN)
Application Number:
PCT/CN2022/109697
Publication Date:
December 28, 2023
Filing Date:
August 02, 2022
Export Citation:
Assignee:
WEST CHINA HOSPITAL SICHUAN UNIV (CN)
International Classes:
C07H15/04; C07H1/00; C07H15/10
Domestic Patent References:
| WO2020063198A1 | 2020-04-02 | |||
| WO2019127004A1 | 2019-07-04 | |||
| WO2015042447A1 | 2015-03-26 |
Foreign References:
| CN105377887A | 2016-03-02 | |||
| CN111973619A | 2020-11-24 | |||
| CN115028670A | 2022-09-09 |
Other References:
GREGORY L. BEUTNER, ET AL.: "TCFH-NMI: Direct Access to N-Acyl Imidazoliums for Challenging Amide Bond Formations", ORGANIC LETTERS, vol. 20, no. 14, 29 June 2018 (2018-06-29), XP055709156, ISSN: 1523-7060, DOI: 10.1021/acs.orglett.8b01591
Attorney, Agent or Firm:
BEIJING ZHCC INTELLECTUAL PROPERTY CO., LTD (CN)
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