Table 1.
Effect of solvent on CALB-catalyzed acylation of polydatin with vinyl sorbatea.
Medium | logP | Viscosityb | Solubility (mM)c | V 0 (mM/h) | C (%) | 6′′-Regioselectivity (%) |
---|---|---|---|---|---|---|
2-MeTHF | 0.99 | 0.60 | 8.51 ± 0.42 | 3.04 ± 0.15 | 99.57 ± 0.03 | 100 |
t-Amyl alcohol | 1.24 | 3.70 | 5.87 ± 0.21 | 2.40 ± 0.11 | 79.31 ± 0.71 | 100 |
t-Butanol | 0.60 | 3.30 | 6.54 ± 0.26 | 1.64 ± 0.05 | 99.00 ± 0.02 | 100 |
Cyclohexanone | 1.43 | 2.20 | 13.96 ± 0.39 | 0.83 ± 0.06 | 66.72 ± 1.01 | 100 |
Acetone | −0.23 | 0.32 | 12.63 ± 0.53 | 0.62 ± 0.03 | 99.00 ± 0.02 | 100 |
THF | 0.49 | 0.55 | 72.17 ± 2.98 | 0.35 ± 0.01 | 43.22 ± 1.76 | 100 |
Dioxane | −1.10 | 1.30 | 20.72 ± 1.01 | 0.21 ± 0.01 | 25.16 ± 1.31 | 100 |
aThe reactions were carried out at 40°C and 200 rpm by adding 0.03 mmol polydatin, 0.15 mmol vinyl sorbate, and 100 mg CALB into 3 mL anhydrous solvent.
bThe viscosity of solvents at 25°C.
cThe solubility of polydatin was determined by HPLC analyses of the saturated solutions at 25°C.