Triethylamine → HCID 22956502, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of benzyl carbamate (665 mg, 4 mmol), triethylamine (1.11 mL) in ethane (4 ml) was added dropwise ethyl O-trifluoromethanesulfonyl-D-lactate at 0° C. The solution was stirred at 0° C. for 15 min then at room temperature for 16 hours. The mixture was diluted with dichloromethane (100 mL), washed with water (50 mL×2), 1% HCl (50 mL×2). The organic layer was dried over anhydrous Na2SO4, filtered, and evaporated to dryness in vacuo to give 570 mg (54% yield) of the title compound. 1H-NMR (500 MHz, CDCl3) δ 1.25-1.40 (m, 6H), 3.68-3.78 (m, 1H), 4.12-4.20 (m, 3H), 5.07-5.15 (m, 1H), 6.45-6.57 (m, 1H), 7.30-7.45 (m, 5H). Analytical HPLC: 5.56 min. LC-MS (ES+): m/e=267 (M+H+).

Provenance & Evidence