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【结 构 式】

【分子编号】57439

【品名】4-(3,4-dimethoxyphenyl)-1-hydroxy-5,6,7-trimethoxy-3-(methoxycarbonyl)-2-naphthoic acid

【CA登记号】

【 分 子 式 】C24H24O10

【 分 子 量 】472.44856

【元素组成】C 61.01% H 5.12% O 33.86%

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:(V)

In an alternative procedure, the known hydroxynaphthalene dicarboxylate (I) is protected as the methoxymethyl ether (III) using chloromethyl methyl ether (II) and diisopropyl ethylamine. Subsequent partial hydrolysis of diester (III) with KOH leads to acid (IV). Removal of the methoxymethyl protecting group of (IV) to produce naphthol (V) is accomplished by treatment with in situ generated iodotrimethylsilane. Hydroxy acid (V) is then converted to the dioxinone derivative (VI) employing diiodomethane and CsF in hot DMF. Finally, addition of the Grignard reagent (VII) to the lactone function of (VI) yields the desired 2-ethylbutyl ketone.

1 Mori, S.; Takechi, S.; Kida, S.; Mizui, T.; Ichihashi, T. (Shionogi & Co. Ltd.); Lignan analog, production thereof, and hypolipidemic drug. EP 0597107; EP 0701991; JP 1993310634; US 5731455; WO 9308155 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 57436 dimethyl 4-(3,4-dimethoxyphenyl)-1-hydroxy-5,6,7-trimethoxy-2,3-naphthalenedicarboxylate C25H26O10 详情 详情
(II) 18319 Chloro(methoxy)methane; Chloromethyl methyl ether 107-30-2 C2H5ClO 详情 详情
(III) 57437 dimethyl 4-(3,4-dimethoxyphenyl)-5,6,7-trimethoxy-1-(methoxymethoxy)-2,3-naphthalenedicarboxylate C27H30O11 详情 详情
(IV) 57438 4-(3,4-dimethoxyphenyl)-5,6,7-trimethoxy-3-(methoxycarbonyl)-1-(methoxymethoxy)-2-naphthoic acid C26H28O11 详情 详情
(V) 57439 4-(3,4-dimethoxyphenyl)-1-hydroxy-5,6,7-trimethoxy-3-(methoxycarbonyl)-2-naphthoic acid C24H24O10 详情 详情
(VI) 57440 methyl 6-(3,4-dimethoxyphenyl)-7,8,9-trimethoxy-4-oxo-4H-naphtho[1,2-d][1,3]dioxine-5-carboxylate C25H24O10 详情 详情
(VII) 57441 bromo(2-ethylbutyl)magnesium C6H13BrMg 详情 详情
Extended Information