[4-[(1S,6R,12R)-12-methoxy-6-methyl-10,11,13-trioxatricyclo[7.2.2.0(1,6)]tridec-9-yl]phenyl]methanol -Drug Synthesis Database

【结构式】

【分子编号】49242

【品名】[4-[(1S,6R,12R)-12-methoxy-6-methyl-10,11,13-trioxatricyclo[7.2.2.0(1,6)]tridec-9-yl]phenyl]methanol

【CA登记号】

【分子式】C₁₉H₂₆O₅

【分子量】334.41244

【元素组成】C 68.24% H 7.84% O 23.92%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(III)

The cyclization of 3-[2-(methoxymethylene)cyclohexyl]-1-[4-(tert-butyldimethylsilyloxymethyl)phenyl]-1-propanone (I) by means of triphenyl phosphite and O3 gives the silylated trioxane (II), which is deprotected by means of TBAF to yield the hydroxymethyl derivative (III). Finally, this compound is oxidized with KMnO4 to afford the target compound.

参考文献中间体

合成目标

【1】 Posner, G.H.; Shapiro, T.A.; Parker, M.H.; Krasavin, M. (Johns Hopkins University); Water-soluble trioxanes as potent and safe antimalarial agents. US 6136847; WO 0059501 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	49240	1-[4-([[tert-butyl(dimethyl)silyl]oxy]methyl)phenyl]-3-[2-[(Z)-methoxymethylidene]cyclohexyl]-1-propanone	C₂₄H₃₈O₃Si	详情	详情
(II)	49241	tert-butyl([4-[(1S,6R,12R)-12-methoxy-6-methyl-10,11,13-trioxatricyclo[7.2.2.0(1,6)]tridec-9-yl]benzyl]oxy)dimethylsilane; tert-butyl(dimethyl)silyl 4-[(1S,6R,12R)-12-methoxy-6-methyl-10,11,13-trioxatricyclo[7.2.2.0(1,6)]tridec-9-yl]benzyl ether	C₂₅H₄₀O₅Si	详情	详情
(III)	49242	[4-[(1S,6R,12R)-12-methoxy-6-methyl-10,11,13-trioxatricyclo[7.2.2.0(1,6)]tridec-9-yl]phenyl]methanol	C₁₉H₂₆O₅	详情	详情

Extended Information