新产品编号:2424133
Chemical Name: (4S,7R,8S,9S,13R,14S,16S)-13,14-Epoxy-4,8-dihydroxy-5,5,7,9-tetramethyl-16-[(E)-1-methyl-2-(methylthiazol-4-yl)vinyl]-2,6-dioxo-1-oxacyclohexadecane-13-carbonitrile; (1S,3S,7S,10R,11S,12S,16R)-7,11-Dihydroxy-8,8,10,12-tetramethyl-3-[(E)-1-methyl-2-(2-meth
项目整合开发状态: Biological Testing
项目研究机构: Bristol-Myers Squibb (Originator)
合成路线:The reaction of epothilone A (I) with Tes-Cl,DIEA and imidazole in DMF gives the silylated compound (II),which is treated with MgBr2/Et2O in dichloromethane to attain the opening of the epoxide ring,yielding the bromohydrin (III).The oxidation of (III) with PCC in pyridine affords the bromoketone (IV),which by reaction with KCN and 18-C-6 in THF produces the silylated cyano-substituted epothilone A (V).Finally,this compound is desilylated by means of TFA in dichloromethane to yield the target cyano-epothilone A.(1,2)
📌 参考资料/链接：
参考文献标题:C12-cyano epothilone derivs.
文献作者:Vite,G.D.; Regueiro-Ren,A.(Bristol-Myers Squibb Co.)
参考来源:US 2003186965; WO 0377903
📄 详细内容
合成路线:The reaction of epothilone A (I) with Tes-Cl,DIEA and imidazole in DMF gives the silylated compound (II),which is treated with MgBr2/Et2O in dichloromethane to attain the opening of the epoxide ring,yielding the bromohydrin (III).The oxidation of (III) with PCC in pyridine affords the bromoketone (IV),which by reaction with KCN and 18-C-6 in THF produces the silylated cyano-substituted epothilone A (V).Finally,this compound is desilylated by means of TFA in dichloromethane to yield the target cyano-epothilone A.(1,2)
参考文献标题:SAR and pH stability of cyano-substituted epothilones
文献作者:Regueiro-Ren,A.; Leavitt,K.; Kim,S.-H.; Hofle,G.; Kiffe,M.; Gougoutas,J.Z.; DiMarco,J.D.; Lee,F.Y.F.; Fairchild,C.R.; Byron,H.L.; Vite,G.D.
参考来源:Org Lett 2002,4(22),3815