PHENYL C-GLUCOSIDE DERIVATIVE CONTAINING DEOXYGLUCOSE STRUCTURE, PREPARATION METHOD AND USE THEREOF

摘要

The present invention provides a phenyl C-glucoside derivative containing a deoxyglucose structure as represented by formula I, preparation method thereof, a pharmaceutical composition comprising the same, and uses thereof in the preparation of medicaments for treating diabetes, wherein substituents R1-R7 are as defined in the specification. The present invention also provides a method for synthesizing the phenyl C-glucoside derivative containing a deoxyglucose structure and an intermediate product. The method has advantages of being simple to manage and of low cost, which is suitable for large-scale industrial production. The present invention further provides a cocrystal of (1S)-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-1,6-dideoxy-D-glucose and L-proline, and preparation method and uses thereof.;

主权项

1. A compound having a structure of general formula I or a pharmaceutically acceptable prodrug ester thereof: wherein X is selected from O and S; R1, R2, R3 and R4 are independently selected from H and OH, and at least one of R1, R2, R3 and R4 is H; R5 is selected from H, C1-3 alkyl, —OCH3 and —OC2H5; R6 is selected from halogen and C1-3 alkyl; R7 is selected from wherein, R8 is selected from C1-3 alkyl, C1-3 alkoxy group and R9 is selected from halogen and C1-3 alkyl; optionally, X, the two carbon atoms adjacent to X, and —CH2—O— form a five-membered ring; or the two carbon atoms forming the glycosidic bond, the unsubstituted carbon atoms on the benzene ring adjacent to the glycosidic bond carbon atoms and —CH2—O— form a five-membered ring.