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【结 构 式】 
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【分子编号】42596 【品名】2-(6-methoxy-2-naphthyl)propionic acid 【CA登记号】23981-80-8 |
【 分 子 式 】C14H14O3 【 分 子 量 】230.26336 【元素组成】C 73.03% H 6.13% O 20.84% |
与该中间体有关的原料药合成路线共 2 条
合成路线1
该中间体在本合成路线中的序号：(I)The sodium salt (II), prepared from racemic naproxen (I), was alkylated with 1-bromo-4-chlorobutane (III) in DMF to produce the 4-chlorobutyl ester (IV). Chloride displacement in (IV) by silver nitrate in hot acetonitrile gave rise to the target nitrate ester.
| 【1】 Del Soldato, P.; Nitric esters having anti-inflammatory and/or analgesic activity and process for their preparation. WO 9509831 . |
| 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) | 42596 | 2-(6-methoxy-2-naphthyl)propionic acid | 23981-80-8 | C14H14O3 | 详情 | 详情 |
| (II) | 56161 | sodium 2-(6-methoxy-2-naphthyl)propanoate | C14H13NaO3 | 详情 | 详情 | |
| (III) | 16141 | 1-bromo-4-chlorobutane | 6940-78-9 | C4H8BrCl | 详情 | 详情 |
| (IV) | 56162 | 4-chlorobutyl 2-(6-methoxy-2-naphthyl)propanoate | C18H21ClO3 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(I)The hydroxyethyl ester of naproxen (II) was synthesized by treatment of the sodium salt of naproxen (I) with 2-bromoethanol. Condensation of (II) with (4-methyl-1-piperazinyl)acetic acid (III) in the presence of dicyclohexylcarbodiimide and 4-(dimethylamino)pyridine yielded the title compound.
| 【1】 Rautio, J.; et al.; Synthesis and in vitro evaluation of novel morpholinyl- and methylpiperazinylacyloxyalkyl prodrugs of 2-(6-methoxy-2-naphthyl)propionic acid (naproxen) for topical drug delivery. J Med Chem 2000, 43, 8, 1489. |
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