4-Methylmorpholine → HCID 86586791, compound

Participants

Reaction Conditions

Reaction Steps

To a 0° C. solution in THF (160 mL) of N-tert-butoxycarbonylmethionine (4.0.g, 16 mmol) was added N-methylmorpholine (1.84 mL, 16.2 mmol) and isobutyl chloroformate (2.1 mL, 16.2 mmol) and the reaction mixture was stirred for 20 minutes at 0° C. Concentrated NH4OH (7 mL) was added and stirring was continued at 0° C. for 2 hours. The reaction mixture was concentrated in vacuo and the residue was partitioned between ethyl acetate and aqueous 1M H3PO4. The organic phase was washed twice with saturated aqueous sodium bicarbonate (2×) and brine, dried, filtered and concentrated to give N-tert-butoxycarbonylmethionine amide (3.43 g) as a white solid.

Provenance & Evidence