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An efficient chiral synthesis of (R)-N-[3-acetyl-4-(2-hydroxy-3-isopropylamino-propoxy)phenyl]-butanamide with high enantioselectivity

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Abstract

R-Enantiomer of the β-receptor antagonist N-[3-acetyl-4-(2-hydroxy-3-isopropylamino-propoxy)phenyl] butanamide with high enantioselectivity was synthesized from cheap starting materials and enantiopure chiral reagent through an efficient, convenient and practical synthetic strategy. Title product was detected by 1H NMR, 13C NMR, and MS, and the enatiomeric excess was determined by chiral HPLC analysis using a chiracel AD-H column.

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Authors and Affiliations

  1. Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100080, China

    NaiXing Wang & XinLiang Tang

  2. College of Chemistry and Chemical Engineering, Graduate University of Chinese Academy of Sciences, Beijing, 100049, China

    NaiXing Wang

  3. School of Chemical Engineering and Environment, Beijing Institute of Technology, Beijing, 100081, China

    XinLiang Tang

Authors
  1. NaiXing Wang
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  2. XinLiang Tang
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Correspondence to NaiXing Wang.

Additional information

Supported by the National Natural Science Foundation of China (Grant Nos. 20472090 & 10576034) and PLA General Armament Department (Grant No. 9140A28010707zk7301)

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Wang, N., Tang, X. An efficient chiral synthesis of (R)-N-[3-acetyl-4-(2-hydroxy-3-isopropylamino-propoxy)phenyl]-butanamide with high enantioselectivity. Sci. China Ser. B-Chem. 52, 1216–1219 (2009). https://doi.org/10.1007/s11426-009-0116-x

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  • DOI: https://doi.org/10.1007/s11426-009-0116-x

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