An Expeditious Route to GlcNAc-Cbz-Asn by Chemo-enzymatic Synthesis

Authors:
  • YTYoshihide Tokuda
    Yoshihide Tokuda
  • YTYoichi Takahashi
    Yoichi Takahashi
  • KMKaori Matoishi
    Kaori Matoishi
  • YIYukishige Ito
    Yukishige Ito
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Abstract
A short-step route to GlcNAc-Cbz-Asn was developed. Treatment of GlcNAc in sat. aq. NH4HCO3 solution and subsequent electorodialytic desalting provided ammonia-free glycosylamine in large quantity. The product was coupled with Cbz-Asn α-isobutyl ester β-fluoride, and finally, the isobutyl ester was deprotected by enzyme-catalyzed hydrolysis under mild conditions.