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【结 构 式】

【分子编号】55058

【品名】N-benzyl-2-chloro-N-[(1S)-2-hydroxy-1-methylethyl]acetamide

【CA登记号】

【 分 子 式 】C12H16ClNO2

【 分 子 量 】241.71728

【元素组成】C 59.63% H 6.67% Cl 14.67% N 5.79% O 13.24%

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)

Condensation of L-alaninol (I) with benzaldehyde produced imine (II), which was further reduced to the N-benzyl amine (III) by means of NaBH4. Subsequent acylation of N-benzyl alaninol (III) with chloroacetyl chloride (IV) provided the chloroacetamide (V). This was subjected to intramolecular cyclization in the presence of NaH to afford morpholinone (VI). Lactam (VI) reduction employing LiAlH4 furnished the substituted morpholine (VII). The N-benzyl group of (VII) was then removed by hydrogenation in the presence of Pd/C, yielding (S)-3-methylmorpholine (VIII).

1 Powers, J.P. (Tularik Inc.); Arylsulfonic acid salts of pyrimidine-based antiviral agents. US 6410726; WO 0151485 .
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) 14341 L-Alaninol; (2S)-2-Amino-1-propanol; L-(+)-Alaninol 2749-11-3 C3H9NO 详情 详情
(II) 55056 (2S)-2-{[(E)-phenylmethylidene]amino}-1-propanol C10H13NO 详情 详情
(III) 55057 (2S)-2-(benzylamino)-1-propanol C10H15NO 详情 详情
(IV) 11296 2-Chloroacetyl chloride; Chloroacetic chloride 79-04-9 C2H2Cl2O 详情 详情
(V) 55058 N-benzyl-2-chloro-N-[(1S)-2-hydroxy-1-methylethyl]acetamide C12H16ClNO2 详情 详情
(VI) 55059 (5S)-4-benzyl-5-methyl-3-morpholinone C12H15NO2 详情 详情
(VII) 55060 (3S)-4-benzyl-3-methylmorpholine C12H17NO 详情 详情
(VIII) 55061 (3S)-3-methylmorpholine C5H11NO 详情 详情
Extended Information