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【结 构 式】

【分子编号】64842

【品名】6,7-dimethoxy-3-(4-methylphenyl)-2H-chromen-2-one

【CA登记号】

【 分 子 式 】C18H16O4

【 分 子 量 】296.32264

【元素组成】C 72.96% H 5.44% O 21.6%

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:(IV)

Partial demethylation of 2,4,5-trimethoxybenzaldehyde (I) with BCl3 gives 2-hydroxy-4,5-dimethoxybenzaldehyde (II), which is condensed with the sodium salt of p-tolylacetic acid (III) in boiling acetic anhydride to afford the coumarin derivative (IV). Benzylic halogenation of (IV) with N-bromosuccinimide in the presence of a catalytic amount of benzoyl peroxide yields bromide (V), which is finally condensed with N-methyl benzylamine (VI) to afford the desired compound.

1 Piazzi, L.; Rampa, A.; Bisi, A.; Gobbi, S.; Belluti, F.; Cavalli, A.; Bartolini, M..; Andrisano, V.; Valenti, P.; Recanatini, M.; 3-(4-{[Benzyl(methyl)amino]methyl}phenyl)-6,7-dimethoxy-2H-2-chromenone (AP2238) inhibits both acetylcholinesterase and acetylcholinesterase-induced beta-amyloid aggregation: A dual function lead for Alzheimer's disease therapy. J Med Chem 2003, 46, 12, 2279.
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) 64839 2,4,5-trimethoxybenzaldehyde C10H12O4 详情 详情
(II) 64840 2-hydroxy-4,5-dimethoxybenzaldehyde C9H10O4 详情 详情
(III) 64841 sodium 2-(4-methylphenyl)acetate C9H9NaO2 详情 详情
(IV) 64842 6,7-dimethoxy-3-(4-methylphenyl)-2H-chromen-2-one C18H16O4 详情 详情
(V) 64843 3-[4-(bromomethyl)phenyl]-6,7-dimethoxy-2H-chromen-2-one C18H15BrO4 详情 详情
(VI) 11969 N-Methyl(phenyl)methanamine; N-Benzyl-N-methylamine; N-Methylbenzylamine 103-67-3 C8H11N 详情 详情
Extended Information