Hydrochloric Acid → HCID 11121858, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of potassium tert-butoxide (299 mg, 2.66 mmol) in THF (26 ml) was added tert-butyl (4R)-4-[[(allyloxy)carbonyl](2-methoxy-2-oxoethyl)amino}-5-(methoxymethoxy)pentanoate (0.52 g, 1.33 mmol) in THF (2.5 ml) and the mixture was stirred for 1 minutes. After cooling to 0° C., the reaction mixture was poured into diluted hydrochloric acid. The solution was adjusted to pH about 3 and after adding a saturated aqueous sodium chloride solution, the solution was extracted with ethyl acetate. The organic layer was washed with water and then a saturated aqueous sodium chloride solution. The organic layer was dried over magnesium sulfate and the organic solvent was removed under reduced pressure. The residue was purified by silica gel (15 g) chromatography (Hexane/ethyl acetate: 3/1) to give 1-allyl 4-tert-butyl (2R)-2-[(methoxymethoxy)methyl]-5-oxo-1,4-piperidinedicarboxylate (0.26 g, 54%).

Provenance & Evidence