Vinyl Acetate → HCID 86600247, compound

Participants

Reaction Steps

Dissolved 2-Azido-1-(6-methyl-pyridin-2-yl)-ethanol (4.300 g, 24.130 mmol) into 200 mL of toluene. To this was added vinyl acetate (9.22 mL, 100.00 mmol) and Lipase PS-C II (4.00 g). The mixture stirred for 4.5 h at RT and was monitored by 1H NMR. The reaction mixture was filtered through a bed of celite and rinsed with 100 mL of toluene. The filtrate was concentrated in vacuo. Dissolved residue into CH2Cl2, applied to a SiO2 Column and purified (5–30% EtOAc/hexanes) to give 2.20g of acetic acid (R)-2-azido-1-(6-methyl-pyridin-2-yl)-ethyl ester and 2.11 of (S)-2-azido-1-(6-methyl-pyridin-2-yl)-ethanol, ee % >99.

Provenance & Evidence