• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】63020

【品名】diethyl 2,2-bis[2-(4-pyridinyl)ethyl]malonate

【CA登记号】

【 分 子 式 】C21H26N2O4

【 分 子 量 】370.44852

【元素组成】C 68.09% H 7.07% N 7.56% O 17.28%

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)

Condensation of 4-vinylpyridine (I) with diethyl malonate (II) affords the bis(pyridylethyl)malonate (III) which, upon acidic hydrolysis and decarboxylation leads to mono-acid (IV). Catalytic hydrogenation of the pyridine rings of (IV) in the presence of Pd/C furnishes the corresponding piperidinyl compound (V), which is further protected as the N-Boc derivative (VI) employing di-t-butyl dicarbonate. Acid (VI) is coupled to glycine methyl ester (VII) via activation with cyanuric fluoride to yield amide (VIII). Then, alkaline hydrolysis of the methyl ester group provides carboxylic acid (IX).

1 Lesur, B.; Henry, M.; Yue, C.; Giboulot, T. (Laboratoires L. Lafon); Bispiperidines as antithrombotic agents. EP 1098878; FR 2781223; JP 2002520393; US 6333338; WO 0003986 .
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) 45857 4-vinylpyridine C7H7N 详情 详情
(II) 16829 Diethyl malonate 105-53-3 C7H12O4 详情 详情
(III) 63020 diethyl 2,2-bis[2-(4-pyridinyl)ethyl]malonate C21H26N2O4 详情 详情
(IV) 63022 4-(4-pyridinyl)-2-[2-(4-pyridinyl)ethyl]butanoic acid C16H18N2O2 详情 详情
(V) 63023 4-(4-piperidinyl)-2-[2-(4-piperidinyl)ethyl]butanoic acid C16H30N2O2 详情 详情
(VI) 63024 4-[1-(tert-butoxycarbonyl)-4-piperidinyl]-2-{2-[1-(tert-butoxycarbonyl)-4-piperidinyl]ethyl}butanoic acid C26H46N2O6 详情 详情
(VII) 17568 methyl 2-aminoacetate C3H7NO2 详情 详情
(VIII) 63025 tert-butyl 4-(5-[1-(tert-butoxycarbonyl)-4-piperidinyl]-3-{[(2-methoxy-2-oxoethyl)amino]carbonyl}pentyl)-1-piperidinecarboxylate C29H51N3O7 详情 详情
(IX) 63026 2-[(4-[1-(tert-butoxycarbonyl)-4-piperidinyl]-2-{2-[1-(tert-butoxycarbonyl)-4-piperidinyl]ethyl}butanoyl)amino]acetic acid C28H49N3O7 详情 详情
Extended Information