Title:
SYNTHESIS METHOD FOR TIANAGLIFLOZIN INTERMEDIATE
Document Type and Number:
WIPO Patent Application WO/2022/151615
Kind Code:
A1
Abstract:
The present application relates to the field of pharmaceutical chemistry, and specifically relates to a synthesis method for a Tianagliflozin intermediate. The synthesis method for a Tianagliflozin intermediate comprises: preparing the Tianagliflozin intermediate, i.e., a compound F, by means of five-step reaction, i.e., preparing an iodinated acetate by performing primary hydroxyl iodination and acetylation reaction on a compound A serving as a raw material, reducing an iodide into a methyl compound, preparing same into a benzyl protection product, then removing methyl protection, and performing swern oxidization on hydroxyl. According to the present application, the risk of easy explosion in the prior art caused by using NaH when benzyl protects three secondary alcohols because selective silicon groups are used for protecting a primary alcohol is avoided, reaction steps are further simplified, a high-yield final product can be obtained without column chromatography, and the total yield can reach 56%. The method provided by the present application does not comprise high-temperature and low-temperature reactions and dangerous reagents, the used raw materials are easy to obtain, costs are greatly saved and are only 1/2-1/3 of that of a currently reported route, and the method has remarkable advantages.
Inventors:
GAO YUEYI (CN)
LU JIANG (CN)
LIU ENGUI (CN)
ZHANG QIAN (CN)
LU JIANG (CN)
LIU ENGUI (CN)
ZHANG QIAN (CN)
Application Number:
PCT/CN2021/090968
Publication Date:
July 21, 2022
Filing Date:
April 29, 2021
Export Citation:
Assignee:
GUANGZHOU LIXIN PHARMACEUTICAL CO LTD (CN)
International Classes:
C07D309/30
Foreign References:
| CN112661736A | 2021-04-16 | |||
| CN107709332B | 2019-12-20 | |||
| JP2011219401A | 2011-11-04 | |||
| CN103130848A | 2013-06-05 |
Attorney, Agent or Firm:
BEYOND ATTORNEYS AT LAW (CN)
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