WO2023103306A1 - Procédé de préparation d'un dérivé de cytidine deutéré - Google Patents

Procédé de préparation d'un dérivé de cytidine deutéré Download PDF

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Publication number
WO2023103306A1
WO2023103306A1 PCT/CN2022/097264 CN2022097264W WO2023103306A1 WO 2023103306 A1 WO2023103306 A1 WO 2023103306A1 CN 2022097264 W CN2022097264 W CN 2022097264W WO 2023103306 A1 WO2023103306 A1 WO 2023103306A1
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WO
WIPO (PCT)
Prior art keywords
compound
deuterated
acid
cytidine
organic solvent
Prior art date
Application number
PCT/CN2022/097264
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English (en)
Chinese (zh)
Inventor
黄才古
黄铁强
白礼斌
Original Assignee
广州谷森制药有限公司
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 广州谷森制药有限公司 filed Critical 广州谷森制药有限公司
Publication of WO2023103306A1 publication Critical patent/WO2023103306A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H1/00—Processes for the preparation of sugar derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B59/00—Introduction of isotopes of elements into organic compounds ; Labelled organic compounds per se
    • C07B59/005—Sugars; Derivatives thereof; Nucleosides; Nucleotides; Nucleic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/06—Pyrimidine radicals
    • C07H19/067—Pyrimidine radicals with ribosyl as the saccharide radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/05—Isotopically modified compounds, e.g. labelled
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

La présente invention concerne un procédé de préparation d'un dérivé de cytidine deutéré 25. Le procédé présente des voies et des conditions de réaction modérées, un taux de conversion élevé et une sélectivité élevée, un rendement de réaction élevé et une efficacité de réaction élevée, une faible consommation d'énergie, un post-traitement pratique et une opération de réaction simple, et est plus approprié pour une production industrielle. Selon la présente invention, le dérivé de cytidine deutéré 25 peut être préparé avec un rendement élevé qui peut atteindre plus de 80 %, et la pureté du produit peut atteindre plus de 99 %, atteignant ainsi une qualité pharmaceutique.
PCT/CN2022/097264 2021-12-06 2022-06-07 Procédé de préparation d'un dérivé de cytidine deutéré WO2023103306A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN202111479537.7 2021-12-06
CN202111479537.7A CN116217632A (zh) 2021-12-06 2021-12-06 一种氘代胞苷衍生物的制备方法

Publications (1)

Publication Number Publication Date
WO2023103306A1 true WO2023103306A1 (fr) 2023-06-15

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2022/097264 WO2023103306A1 (fr) 2021-12-06 2022-06-07 Procédé de préparation d'un dérivé de cytidine deutéré

Country Status (2)

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CN (1) CN116217632A (fr)
WO (1) WO2023103306A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105377868A (zh) * 2013-04-12 2016-03-02 艾其林医药公司 用于治疗hcv的高活性核苷衍生物
CN111372592A (zh) * 2017-12-07 2020-07-03 埃默里大学 N4-羟基胞苷及衍生物和与其相关的抗病毒用途
CN113735928A (zh) * 2021-10-21 2021-12-03 药康众拓(江苏)医药科技有限公司 一种n4-羟基胞苷衍生物及其制备方法和用途

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105377868A (zh) * 2013-04-12 2016-03-02 艾其林医药公司 用于治疗hcv的高活性核苷衍生物
CN111372592A (zh) * 2017-12-07 2020-07-03 埃默里大学 N4-羟基胞苷及衍生物和与其相关的抗病毒用途
CN113735928A (zh) * 2021-10-21 2021-12-03 药康众拓(江苏)医药科技有限公司 一种n4-羟基胞苷衍生物及其制备方法和用途

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
MORE JESSE D., FINNEY NATHANIEL S.: "A Simple and Advantageous Protocol for the Oxidation of Alcohols with o -Iodoxybenzoic Acid (IBX)", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 4, no. 17, 1 August 2002 (2002-08-01), US , pages 3001 - 3003, XP093072818, ISSN: 1523-7060, DOI: 10.1021/ol026427n *

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