NSC-656240

Chemical Name: 2-(Hydroxymethyl)benzo[1,2-b:5,4-b']dithiophene-4,8-dione
项目整合开发状态: Preclinical
项目研究机构: National Cancer Institute (Originator)
合成路线:Oxidation of 3-methyl-2-thiophenecarboxylic acid (I) with potassium permanganate in aqueous NaOH afforded diacid (II),which was converted into acid chloride (III) upon refluxing in SOCl2.The cyclic diacylation of 2-methylthiophene (IV) with acyl chloride (III) in the presence of AlCl3 afforded benzodithiophenedione (V).Oxidation of the methyl side chain of (V) with CrO3 in Ac2O gave rise to the gem-diacetate (VI),which was subsequently hydrolyzed to aldehyde (VII) with ethanolic H2SO4.Finally,aldehyde reduction of (VII) with NaBH4 in MeOH yielded the title alcohol
📌 参考资料/链接:
参考文献标题:Synthesis and cytotoxicity of methyl-4,8-dihydrobenzol[1,2-b: 5,4-b']dithiophene-4,8-dione derivatives
文献作者:Chao,Y.H.; Kuo,S.C.; Ku,K.; Chiu,I.P.; Wu,C.H.; Mauger,A.; Wang,H.K.; Lee,K.H.
参考来源:Bioorg Med Chem 1999,7(6),1025