[1-(5-isopropyl-2-thienyl)ethyl](triphenyl)phosphonium bromide -Drug Synthesis Database

【结构式】

【分子编号】24494

【品名】[1-(5-isopropyl-2-thienyl)ethyl](triphenyl)phosphonium bromide

【CA登记号】

【分子式】C₂₇H₂₈BrPS

【分子量】495.463082

【元素组成】C 65.45% H 5.7% Br 16.13% P 6.25% S 6.47%

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)

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.

参考文献中间体

合成目标

【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