Research Article

Sulfated Alkyl Glucopyranans with Potent Antiviral Activity Synthesized by Ring-Opening Copolymerization of Anhydroglucose and Alkyl Anhydroglucose Monomers

Table 1

Ring-opening copolymerization of 2,3,4-tri-O-benzyl (LGTBE) with 2,4-di-O-benzyl-3-O-octadecyl 1,6-anhydro--D-glucopyranose LGDBE3-18a.

NumberLGTBELGDBE3-18Polymer
gmol%gmol%Time
h
Yield
%

×103
LGDBE3-18 units in polymerc[]D25
deg

10.5100000.582.559.10+114.1
20.47596.30.0253.7491.983.51.3+111.2
30.45950.055490.6117.63.2+111.6
40.425900.07510489.765.74.7+107.8
50.325700.17530491.9112.522.2+101.2
60.08500.1250492.7136.546.9+92.5
70.05300.1570494.3128.272.9+91.4
8000.2100491.8163.1100+86.9

Total monomer weight: 0.2 and 0.5 g, solvent: CH5Cl5; 0.4 mL, catalyst: PF5; 5 mol%, temperature: −60°C.
bDetermined by GPC.
cCalculated from 1H NMR spectrum (mol%).