Synthesis of Albuterol-D2
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O621.3; R817

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    Abstract:

    Friedel-Crafts acylation of salicylaldehyde with bromoacetyl chloride affords 5-(bromoacetyl)-2-hydroxybenzaldehyde(2), which was amination with tert-butylamine and acid hydrolysis, after purification column the intermediate 5-[[(1,1-Dimethylethyl) amino]acetyl]-2- hydroxybenzaldehyde Hydrochloride(3) obtained. The target compound albuterol-D2(4b) was obtained by reduction with boron sodium deuteride. Synthetic routes advantage lies in the last step reaction to introduce deuterium isotope, deuterium labeled isotope abundance was not diluted, and had the advantages of simple operation, short process flow, less side product, The yield was more than 70%. The product was characterized by MS and 1H NMR, the deuterium enrichment was more than 97.1% .

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History
  • Received:May 18,2013
  • Revised:June 07,2013
  • Adopted:June 08,2013
  • Online: September 29,2013
  • Published:
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