1-(2,2-Dimethoxyethoxy)-2-methoxybenzene; 2-(2,2-Dimethoxyethoxy)phenyl methyl ether -Drug Synthesis Database

【结构式】

【分子编号】13184

【品名】1-(2,2-Dimethoxyethoxy)-2-methoxybenzene; 2-(2,2-Dimethoxyethoxy)phenyl methyl ether

【CA登记号】

【分子式】C₁₁H₁₆O₄

【分子量】212.24564

【元素组成】C 62.25% H 7.6% O 30.15%

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 condensation of 2-methoxyphenol (I) with 2-bromoethanal dimethylacetal (II) by means of K2CO3 in hot DMF gives 2-(2-methoxyphenoxy)ethanal dimethylacetal (III), which is hydrolyzed to the corresponding free aldehyde (IV) with 2N H2SO4 in methanol. The cyclization of (IV) with cysteamine (V) by means of potassium acetate in water affords 2-(2-methoxyphenoxymethyl)thiazolidine (VI), which is finally condensed with ethoxymalonyl chloride (VII) by means of KHCO3 in ethyl acetate.

参考文献中间体

合成目标

【1】 Gandolfi, C.A.; Spinelli, S.; Tofanetti, O.; Russo, R.; Tognella, S. (Boehringer Ingelheim Italia SpA); Antitussive and mucus regulating 2-substituted thiazolidines. AU 8545242; EP 0169581; ES 8605249; GB 2164333; GB 2177690; JP 1986063669; US 4857643 .
【2】 Gandolfi, C.A.; Di Domenico, R.; Spinelli, S.; Lumachi, B.; Gallico, L.; Tognella, S. (Boehringer Ingelheim Italia SpA); Beta-carbonyl-carboxyamides of 1,3-thiazolidines. EP 0333080; JP 1991504123; US 5206254 .
【3】 De Angelis, L.; Moguisteine. Drugs Fut 1991, 16, 7, 618.

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)	13182	Guaiacol; 2-Methoxyphenol	90-05-1	C₇H₈O₂	详情	详情
(II)	13183	2-Bromo-1,1-dimethoxyethane; 2-Bromo-1-methoxyethyl methyl ether; Bromoacetaldehyde dimethyl acetal	7252-83-7	C₄H₉BrO₂	详情	详情
(III)	13184	1-(2,2-Dimethoxyethoxy)-2-methoxybenzene; 2-(2,2-Dimethoxyethoxy)phenyl methyl ether		C₁₁H₁₆O₄	详情	详情
(IV)	13185	2-(2-Methoxyphenoxy)acetaldehyde		C₉H₁₀O₃	详情	详情
(V)	13186	2-Aminoethanethiol; 2-Amino-1-ethanethiol; 2-Aminoethylhydrosulfide; Cysteamine	60-23-1	C₂H₇NS	详情	详情
(VI)	13187	2-[(2-Methoxyphenoxy)methyl]-1,3-thiazolidine; 2-Methoxyphenyl 1,3-thiazolidin-2-ylmethyl ether		C₁₁H₁₅NO₂S	详情	详情
(VII)	13188	ethyl 3-chloro-3-oxopropanoate; 2-Ethoxycarbonylacetyl chloride; Ethyl malonyl chloride	36239-09-5	C₅H₇ClO₃	详情	详情

Extended Information