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【结 构 式】

【分子编号】46912

【品名】3,3-bis(3-fluorophenyl)propanal

【CA登记号】

【 分 子 式 】C15H12F2O

【 分 子 量 】246.2564864

【元素组成】C 73.16% H 4.91% F 15.43% O 6.5%

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:(XI)

In an alternative procedure, nitrile (IX) was obtained by Horner-Emmons reaction of 3,3'-difluorobenzophenone (VIII) with diethyl (cyanomethyl)phosphonate. Catalytic hydrogenation of the olefinic double bond of (IX) provided the diaryl propionitrile (X), which was reduced to aldehyde (XI) using DIBAL. The chiral auxiliary (R)-1-amino-2-(methoxymethyl)pyrrolidine (XII) was then condensed with aldehyde (XI) to form hydrazone (XIII). Diastereoselective addition of methyllithium to the imino group yielded (XIV). Then, reductive cleavage of the resulting hydrazine (XIV) produced the title amine, which was converted to the corresponding hydrochloride.

1 Moe, S.T.; DelMar, E.G.; Smith, D.L.; et al.; Chiral synthesis and pharmacological evaluation of NPS 1407: A potent, stereoselective NMDA receptor antagonist. Bioorg Med Chem Lett 2000, 10, 21, 2411.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(VIII) 35707   C39H58O8Si 详情 详情
(IX) 35708   C36H54O8Si 详情 详情
(X) 35709   C42H68O8Si2 详情 详情
(XI) 46912 3,3-bis(3-fluorophenyl)propanal C15H12F2O 详情 详情
(XII) 46913 (2R)-2-(methoxymethyl)pyrrolidinylamine; (2R)-2-(methoxymethyl)-1-pyrrolidinamine 59983-39-0 C6H14N2O 详情 详情
(XIII) 46914 (2R)-N-[(E)-3,3-bis(3-fluorophenyl)propylidene]-2-(methoxymethyl)-1-pyrrolidinamine; N-[(E)-3,3-bis(3-fluorophenyl)propylidene]-N-[(2R)-2-(methoxymethyl)pyrrolidinyl]amine C21H24F2N2O 详情 详情
(XIV) 46915 (2R)-N-[(1S)-3,3-bis(3-fluorophenyl)-1-methylpropyl]-2-(methoxymethyl)-1-pyrrolidinamine; N-[(1S)-3,3-bis(3-fluorophenyl)-1-methylpropyl]-N-[(2R)-2-(methoxymethyl)pyrrolidinyl]amine C22H28F2N2O 详情 详情
Extended Information