4-Methylmorpholine → HCID 86749876, compound

Participants

Reaction Steps

To a stirred solution of α-tert-butyl-N-BENZYLOXYCARBONYL-L-GLUTAMATE (1.63 g) and N-methylmorpholine (0.487 g) in dry tetrahydrofuran (8 ml) cooled to -20° C. was added isobutyl chloroformate (0.657 g). After 10 minutes a solution of tert-butyl-N-methylglycine (0.70 g) in tetrahydrofuran (8 ml) was added. Stirring was continued for 10 minutes at -20° C., and then at laboratory temperature for 4 hours. N-methylmorpholine hydrochloride was filtered off and the filtrate concentrated in vacuo. The residue was purified by chromatography on a silica gel column using 5% ethyl acetate in dichloromethane as eluant, affording di-tert-butyl-N-methyl-[N-(benzyloxycarbonyl)-L-γ-glutamyl]glycine as a yellow oil (1.73 g).

Provenance & Evidence