Acetonitrile → HCID 59203392, compound

Temperature

5 °C

Acetonitrile (15 ml) was added to methyl (2S,3R)-3-propyl-2-oxiranecarboxylate (1.42 g, 9.8 mmol). The mixture was cooled to 5° C., and boron trifluoride diethyl ether complex (1.24 g, 11 mmol) was gradually added dropwise. The mixture was stirred at room temperature for 6 hours, and saturated aqueous solution of sodium hydrogencarbonate (20 ml) was added. The mixture was concentrated, and was extracted with ethyl acetate (30 ml). The organic layer was washed with water (10 ml×2), and the solvent was evaporated away under reduced pressure. The concentrated residue was purified by silica gel column chromatography to obtain the title compound as a colorless oil (1.23 g, yield: 76%).

1. additionboron trifluoride diethyl ether complex (1.24 g, 11 mmol) was gradually added dropwise
2. concentrationThe mixture was concentrated
3. extractionwas extracted with ethyl acetate (30 ml)
4. washThe organic layer was washed with water (10 ml×2)
5. customthe solvent was evaporated away under reduced pressure
6. customThe concentrated residue was purified by silica gel column chromatography

ORD record

ord-e0524173b70e4afaa5e04535607d7ff2

Source dataset

uspto-grants-2010_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07834190B2