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【结 构 式】

【分子编号】32725

【品名】1,3-Dichloro-6-trifluoromethylphenanthren-9-carboxaldehyde; 1,3-Dichloro-6-(trifluoromethyl)-9-phenanthrenecarbaldehyde

【CA登记号】

【 分 子 式 】C16H7Cl2F3O

【 分 子 量 】343.1315896

【元素组成】C 56.01% H 2.06% Cl 20.66% F 16.61% O 4.66%

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 reduction of 1,3-dichloro-6-trifluoromethylphenanthrene-9-carboxylic acid (I) with BH3 in THF gives 1,3-dichloro-6-trifluoromethyl-9-hydroxymethylphenanthrene (II), which is oxidized with lead tetracetate in pyridine to yield 1,3-dichloro-6-trifluoromethylphenanthren-9-carboxaldehyde (III). The reaction of (III) with N,N-dibutylbromoacetamide (IV) by means of Zn in THF affords 1,3-dichloro-6-trifluoromethyl-9-[3-(dibutylamino)-3-oxo-1-hydroxypropyl]phenanthrene (V), which is finally reduced with BH3 as before, and treated with HCl.

1 Hillier, K.; Castaner, J.; Blancafort, P.; Serradell, M.N.; Halofantrine hydrochloride. Drugs Fut 1980, 5, 11, 547.
2 Colwell, W.T.; et al.; Antimalarial arylaminopropanols. J Med Chem 1972, 15, 771-775.
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) 32723 1,3-Dichloro-6-(trifluoromethyl)-9-phenanthrenecarboxylic acid; 1,3-Dichloro-6-trifluoromethylphenanthrene-9-carboxylic acid C16H7Cl2F3O2 详情 详情
(II) 32724 [1,3-Dichloro-6-(trifluoromethyl)-9-phenanthryl]methanol; 1,3-Dichloro-6-trifluoromethyl-9-hydroxymethylphenanthrene C16H9Cl2F3O 详情 详情
(III) 32725 1,3-Dichloro-6-trifluoromethylphenanthren-9-carboxaldehyde; 1,3-Dichloro-6-(trifluoromethyl)-9-phenanthrenecarbaldehyde C16H7Cl2F3O 详情 详情
(IV) 20685 2-Bromo-N,N-dibutylacetamide; N,N-Dibutylbromoacetamide C10H20BrNO 详情 详情
(V) 32726 1,3-Dichloro-6-trifluoromethyl-9-[3-(dibutylamino)-3-oxo-1-hydroxypropyl]phenanthrene; N,N-Dibutyl-3-[1,3-dichloro-6-(trifluoromethyl)-9-phenanthryl]-3-hydroxypropanamide C26H28Cl2F3NO2 详情 详情
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