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【结 构 式】

【分子编号】56467

【品名】1-ethyl 3-methyl 2-[2-cyano-1-(4-fluorophenyl)ethyl]malonate

【CA登记号】

【 分 子 式 】C15H16FNO4

【 分 子 量 】293.2947832

【元素组成】C 61.43% H 5.5% F 6.48% N 4.78% O 21.82%

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:(III)

The condensation of cinnamic nitrile (I) with diethyl malonate (II) by means of K2CO3 and tetrabutylammonium bromide in refluxing acetone or NaOEt in refluxing ethyl acetate gives 2-[2-cyano-1-(4-fluorophenyl)ethyl]malonic acid diethyl ester (III), which is cyclized by reduction of its cyano group with H2 over PtO2 in ethanol/conc. HCl or over Ru/C in ethanol to yield (rac)-(trans)-4-(4-fluorophenyl)-2-oxopiperidine-3-carboxylic acid ethyl ester (IV). Finally, this compound is reduced with NaBH4 in THF to afford (rac)-(trans)-4-(4-fluorophenyl)-3-(hydroxymethyl)piperidine (V), the target intermediate.

1 Dalmases Barjoan, P.; Carulla Oliver, J.M.; Moreno Manas, M.; Perez, M. (Laboratorios Vita, SA); Piperidinone deriv., process for obtaining it and process for using it. ES 2137131 .
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) 56466 (E)-3-(4-fluorophenyl)-2-propenenitrile C9H6FN 详情 详情
(II) 16829 Diethyl malonate 105-53-3 C7H12O4 详情 详情
(III) 56467 1-ethyl 3-methyl 2-[2-cyano-1-(4-fluorophenyl)ethyl]malonate C15H16FNO4 详情 详情
(IV) 56468 ethyl (3S,4R)-4-(4-fluorophenyl)-2-oxo-3-piperidinecarboxylate C14H16FNO3 详情 详情
(V) 43487 [(3S,4R)-4-(4-fluorophenyl)-1-methylpiperidinyl]methanol; trans-(3S)-4-(4-fluorophenyl)-1-methyl-3-piperidine methanol 105812-81-5 C13H18FNO 详情 详情
Extended Information