QC-12

N-[2-羟基-5-(3,5,7-三羟基-4-氧代-4H-1-苯并吡喃-2-基)苯氧基羰基]甘氨酸Chemical Name: N-[2-Hydroxy-5-(3,5,7-trihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxycarbonyl]glycine
CAS No. 201280-73-1
项目整合开发状态: Phase I/II
项目研究机构: University of Birmingham (Originator)
合成路线:The acylation of quercetin (I) with acetic anhydride in sulfuric acid gives the pentaacetate (II),which by reaction with KI,K2CO3 and benzyl chloride in refluxing butanone yields the 3'-acetoxy tetrabenzyloxy compound (III).The hydrolysis of the acetate group of (III) with NaOH in refluxing methanol/acetone/water affords the 3'-hydroxy compound (IV),which is condensed with ethyl 2-(isocyanato)acetate (V) and TEA in hot THF to provide the carbamate (VI).Cleavage of the benzyloxy groups of (VI) with H2 over Pd/C in THF gives the tetrahydroxy compound (VII),which is finally hydrolyzed with sulfuric acid in refluxing THF to yield the target prodrug.