Hydrochloric Acid → HCID 117812664, compound

Participants

Reaction Conditions

Reaction Steps

Di-tert-butyl (4S)—N-(tert-butoxycarbonyl)-4-[3-(4-hydroxyphenyl)propyl]-L-glutamate (80 mg, 0.16 mmol), 1-bromo-2-fluoroethane (103 mg, 0.81 mmol), and caesium carbonate (158 mg, 0.49 mmol) were dissolved in 8 ml N,N-dimethylformamide and the solution was stirred at 60° C. for 4 h. The reaction was then poured into 1 N aqueous hydrochloric acid (50 ml) and extracted with dichloromethane (3×75 ml). The combined organic phases were dried over magnesium sulfate and concentrated in vacuo. The crude product was purified by pHPLC on a reversed phase (RP-18) column with an acetonitrile/water gradient. The appropriate fractions were collected, the acetonitrile evaporated under reduced pressure and the remaining aqueous solution was lyophilized.

Provenance & Evidence