Potassium Carbonate → Di-tert-butyl (4S)-N-(tert-butoxycarbonyl)-4-(4-{[3-(tosyloxy)propyl]amino}-benzyl)-L-glutamate

Participants

Reaction Conditions

Reaction Steps

To 230 mg (0.5 mmol) of di-tert-butyl (4S)-4-(4-aminobenzyl)-N-(tert-butoxycarbonyl)-L-glutamate in 12 mL N,N-dimethylformamide were added 138 mg (1.0 mmol) of potassium carbonate and 385 mg (1.0 mmol) of 1,3-propanediol di-p-toluenesulfonate (Aldrich) and the resulting suspension was heated for 1 h at 100° C. in a microwave oven. The reaction mixture was then filtered, the solvent evaporated and the residue was taken up in dichloromethane. The crude product obtained in this manner was chromatographed on a Biotage® SNAP cartridge KP-NH using a hexane/ethyl acetate gradient, and the appropriate fractions were combined and concentrated.

Provenance & Evidence