Benzylation of the Hydrolysis Product of 1 under Acid and
Alkaline Conditions. The solution of 1-containing fraction (12 mg)
in 1 N HCl(aq)−MeOH (1:1, 1 mL) was heated at 55 °C for 2 h. The
mixture was partitioned between H2O (10 mL) and CHCl3 (10 mL ×
3). The aqueous layer was evaporated to dryness, and the residue in
DMF (1 mL) was reacted with benzyl chloride (30 μL) and K2CO3
(26.7 mg) at 95 °C for 18 h. The product was separated in the same
manner as described above for L-(+)-lactic acid benzyl ester to yield
benzyl-2-hydroxypropanoate. The same product was obtained by
treating the 1-containing fraction (6 mg) with 10% KOH−MeOH19
(1:1, 1 mL) at rt for 2 h, followed by benzylation and separation