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【结 构 式】

【药物名称】FPL-52694

【化学名称】5-(2-Hydroxypropoxy)-4-oxo-8-propyl-4H-1-benzopyran-2-carboxylic acid monosodium salt

【CA登记号】58974-94-0, 58974-93-9 (free acid)

【 分 子 式 】C16H17NaO6

【 分 子 量 】328.30009

【开发单位】AstraZeneca (Originator)

【药理作用】Antiulcer Drugs, GASTROINTESTINAL DRUGS

合成路线1

The hydrogenation of 2-hydroxy-3-allyl-6-(2-hydroxypropoxy)acetophenone (I) with H2 over Pd/C in ethanol gives 2-hydroxy-3-propyl-6-(2-hydroxypropoxy)acetophenone (II), which is then cyclized with diethyl oxalate (III) by means of sodium ethoxide in refluxing ethanol. The sodium salt is prepared by treatment of the acid with NaHCO3 in water.

1 Cairns, H.; Hazard, R.; King, J.; Lee, T.B.; DE 2530289 .
2 Sneddon, J.M.; Serradell, M.N.; Castaner, J.; Blancafort, P.; FPL-52,694. Drugs Fut 1982, 7, 6, 388.
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) 37073 1-[3-allyl-2-hydroxy-6-(2-hydroxypropoxy)phenyl]-1-ethanone C14H18O4 详情 详情
(II) 37074 1-[2-hydroxy-6-(2-hydroxypropoxy)-3-propylphenyl]-1-ethanone C14H20O4 详情 详情
(III) 17571 Diethyl oxalate; Ethyl 2-ethoxy-2-oxoacetate 95-92-1 C6H10O4 详情 详情
Extended Information