【结 构 式】 |
【分子编号】24491 【品名】2-isopropenylthiophene 【CA登记号】 |
【 分 子 式 】C7H8S 【 分 子 量 】124.20652 【元素组成】C 67.69% H 6.49% S 25.82% |
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:(II)The addition of methyl magnesium iodide to 2-acetylthiophene (I) and subsequent reduction of the propenyl derivative (II) with H2 over Pd/C in methanol yields the 2-isopropylthiophene (III), which is acetylated with acetyl chloride. Reduction of 2-isopropyl-5-acetylthiophene (IV) with lithium aluminum hydride gives the corresponding alcohol, which is converted to the triphenylphosphonium salt (V). By Wittig reaction with 4-ethoxycarbonyl benzaldehyde (VI) the ethyl ester obtained is then hydrolyzed with potassium hydroxide to yield the free acid.
【1】 Coquelet, C.; Roussillon, S.; Sincholle, D.; Bonne, C.; Alazet, A. (Chauvin Laboratories SA); New derivatives of 4-vinyl benzoic acid, process for their preparation and their uses in therapeutics ans as ligands. EP 0161156; FR 8405531; US 4929635; WO 8504652 . |
【2】 Bonne, C.; Conduzorgues, J.P.; Coquelet, C.; Roussillon, S.; CBS-211 A. Drugs Fut 1986, 11, 7, 557. |
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) | 24490 | 1-(2-Thienyl)-1-ethanone; 2-Acetylthiophene | 88-15-3 | C6H6OS | 详情 | 详情 |
(II) | 24491 | 2-isopropenylthiophene | C7H8S | 详情 | 详情 | |
(III) | 24492 | 2-Isopropylthiophene | C7H10S | 详情 | 详情 | |
(IV) | 24493 | 1-(5-isopropyl-2-thienyl)-1-ethanone | C9H12OS | 详情 | 详情 | |
(V) | 24494 | [1-(5-isopropyl-2-thienyl)ethyl](triphenyl)phosphonium bromide | C27H28BrPS | 详情 | 详情 | |
(VI) | 24495 | ethyl 4-formylbenzoate | C10H10O3 | 详情 | 详情 |
Extended Information