Efficient syntheses of methyl 2-amino-2-deoxy-3,4,6-tri-O-benzyl-alpha-D-glucopyranoside and its 2-tert-butoxycarbonylamino- and 2-methylamino derivatives from N-acetyl-D-glucosamine
C. Henry et al., Efficient syntheses of methyl 2-amino-2-deoxy-3,4,6-tri-O-benzyl-alpha-D-glucopyranoside and its 2-tert-butoxycarbonylamino- and 2-methylamino derivatives from N-acetyl-D-glucosamine, J CARB CHEM, 18(6), 1999, pp. 689-695
The synthesis of the title compounds started with N-acetylglucosamine which
was converted into the corresponding methyl glycoside and O-protected with
benzyl groups. Subsequent N-protection as its N-BOC-N-acetyl derivative an
d sequential removal of the N-acetyl group and of the BOC group led in good
yield to the target compounds in multigram amounts.