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Landiolol, Ono-1101, Onoact

兰地洛尔 盐酸兰地洛尔 Chemical Name: (-)-3-[4-[2(S)-Hydroxy-3-[2-(morpholinocarboxamido)ethylamino]propoxy]phenyl]propionic acid 2,2-dimethyl-1,3-dioxolan-4(S)-yl ester
CAS No. 133242-30-5, 144481-98-1 (monoHCl), 133242-62-3 (undefined isomer)
项目整合开发状态: Launched-2002
项目研究机构: Ono (Originator)
合成路线:Reaction of 3-(4-hydroxyphenyl)propionic acid (I) with the chiral dioxolanylmethyl chloride (II) afforded the corresponding dioxolanylmethyl ester (III).The phenolic hydroxyl group of (III) was then alkylated with (S)-bromohydrin (IV) to produce the intermediate (V).

合成路线:Morpholine (VI) was treated with carbonyl diimidazole (VII),and the resulting imidazolide (VIII) was further condensed with ethylenediamine (IX) to give urea (X).Reaction of epoxide (V) with amine (X) furnished the title compound.
📌 参考资料/链接:
参考文献标题:Novel esters of phenylalkanoic acid
文献作者:Iguchi,S.; Kawamura,M.; Miyamoto,T.(Ono Pharmaceutical Co.,Ltd.)
参考来源:EP 0397031; JP 1991072475; JP 1994073044; US 5013734