新产品编号:1047793

Chemical Name: (3R,4S,5R,6R,8R,9R,10E,12E,15R)-5-[4-O-(4-O-Butyryl-2,6-dideoxy-3-O,3-C-dimethyl-alpha-L-altropyranosyl)-3,6-dideoxy-3-(dimethylamino)-beta-D-glucopyranosyloxy]-3,9-dihydroxy-6-(formylmethyl)-4-methoxy-8,15-dimethylpentadeca-10,12-dienolide
项目整合开发状态: Preclinical
项目研究机构: Meiji Seika (Originator)
合成路线:Acetylation of leucomycin A7 at 2' hydroxyl group with Ac2O in acetonitrile yielded acetate (II),which was then protected with tert-butyldimethylsilyl chloride in the presence of imidazole in DMF to provide the silyl cyclic acetal (III).Two-phase basic hydrolysis under controlled conditions removed chemoselectively the 4'' propionyl ester to give alcohol (IV),and further esterification with n-butyryl chloride in pyridine afforded butyrate (V).

合成路线:To introduce the 3''-O-methyl group,compound (V) was first converted to methylthiomethyl ether (VI) on treatment with dimethyl sulfoxide and benzoic anhydride at 45 C,followed by methanolysis of the 2'-acetyl ester to give (VII).Then,a hydrogenolytic cleavage of the thioether group with Raney Nickel furnished the 3''-O-methyl compound (VIII).Finally,removal of the two TBDMS groups with 2 M tetrabutylammonium fluoride in THF yielded the target compound.