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- W2389864087 abstract "A new asymmetric synthetic route for (R)-and (S)-acebutolol was proposed. In this synthsis, (S)-epichlorohydrin was firstly obtained through the hydrolytic kinetic resolution (HKR) of racemic epichlorohydrin catalyzed by a self-made (R,R)-Salen-CoIII complex, with 43.6% yield and greater than 99% optical purity. (R)-acebutolol was then prepared from 2-acetyl-4-n-butyramidophenol via condensation with (S)-epichlorohydrin and further reacted with isopropyl amine to give an overall yield of 47.3% and an optical purity of greater than 98%. The condensation reaction was investigated in detail, and the appropriate reaction conditions were given as follows: the molar ratio between 2-acetyl-4-n-butyramidophenol, (S)-epichrolohydrine and 5% aqueous sodium hydroxide is 1:2.5:1.1, and the dimethyl sulfoxide(DMSO) is used as solvent with reaction temperature of 20℃ and reaction time of 12 h. Using (S,S)-Salen-CoⅢ complex instead of (R,R)-Salen-CoⅢ complex, (S)-acebutolol was obtained in the same way with 46.7% yield and greater than 98% optical purity. The structures of the title compounds were confirmed by means of MS, 1H-NMR and 13CNMR. This synthetic route has many advantages, such as inexpensive raw materials, high yield and high optical purity. With such advantages, this method should accordingly have good prospects for industrial application." @default.
- W2389864087 created "2016-06-24" @default.
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- W2389864087 date "2008-01-01" @default.
- W2389864087 modified "2023-09-24" @default.
- W2389864087 title "Study on the Synthesis of (R)-and (S)-Acebutolol" @default.
- W2389864087 hasPublicationYear "2008" @default.
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