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【结 构 式】

【分子编号】26499

【品名】3-[5-(2-methoxy-2-oxoethoxy)-1-naphthyl]propionic acid

【CA登记号】

【 分 子 式 】C16H16O5

【 分 子 量 】288.30004

【元素组成】C 66.66% H 5.59% O 27.75%

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)

Alkylation of tert-butyl (5-hydroxy-2-naphthyl)propionate (I) with methyl bromoacetate (II) in the presence of K2CO3 provided ether (III). Subsequent deprotection of the tert-butyl ester of (III) using trifluoroacetic acid in CH2Cl2 gave carboxylic acid (IV). This was coupled to benzhydrylamine in the presence of EDC and DMAP to afford amide (VI). Finally, ester hydrolysis of (IV) with NaOH yielded the target compound.

1 Nagao, Y.; Torisu, K.; Maruyama, T. (Ono Pharmaceutical Co., Ltd.); Naphthyloxyacetic acid derivs. and their use as PGE2 agonists and antagonists. EP 0719760; JP 1996239356 .
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) 26497 tert-butyl 3-(5-hydroxy-1-naphthyl)propanoate C17H20O3 详情 详情
(II) 12309 methyl 2-bromoacetate; methyl bromoacetate 96-32-2 C3H5BrO2 详情 详情
(III) 26498 tert-butyl 3-[5-(2-methoxy-2-oxoethoxy)-1-naphthyl]propanoate C20H24O5 详情 详情
(IV) 26499 3-[5-(2-methoxy-2-oxoethoxy)-1-naphthyl]propionic acid C16H16O5 详情 详情
(V) 15149 alpha-Aminodiphenylmethane; diphenylmethanamine; benzhydrylamine 91-00-9 C13H13N 详情 详情
(VI) 26500 methyl 2-([5-[3-(benzhydrylamino)-3-oxopropyl]-1-naphthyl]oxy)acetate C29H27NO4 详情 详情
Extended Information