Water → HCID 117761305, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl N-[(benzyloxy)carbonyl]-L-tyrosinate (1.00 g) in N,N-dimethylformamide (10.0 mL) were added potassium carbonate (2.71 g) and tert-butyl 2-bromo-2-methylpropanoate (2.01 mL), followed by stirring at 90° C. overnight. To the reaction suspension was added water, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain tert-butyl N-[(benzyloxy)carbonyl]-O-(1-tert-butoxy-2-methyl-1-oxopropan-2-yl)-L-tyrosinate (1.21 g).

Provenance & Evidence