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【结 构 式】 
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【分子编号】13187 【品名】2-[(2-Methoxyphenoxy)methyl]-1,3-thiazolidine; 2-Methoxyphenyl 1,3-thiazolidin-2-ylmethyl ether 【CA登记号】 |
【 分 子 式 】C11H15NO2S 【 分 子 量 】225.31164 【元素组成】C 58.64% H 6.71% N 6.22% O 14.2% S 14.23% |
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：(VI)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.
| 【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