phenyl N-methoxycarbamate

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of {(R)-3-[4-(cyclohexylmethyl-amino)-piperidin-1-yl]-butyl}-carbamic acid tert-butyl ester (174 mg, 0.47 mmol) in THF (5 ml) was added methoxy-carbamic acid phenyl ester (94.7 mg, 0.56 mmol). The mixture was stirred at 60° C. for 3 d then concentrated in vacuo. The crude product was purified by flash chromatography (CH2Cl2, 7% MeOH, 1% NH4OH) to afford {(R)-3-[4-(1-cyclohexylmethyl-3-methoxy-ureido)-piperidin-1-yl]-butyl}-carbamic acid tert-butyl ester (105 mg, 50%) as a yellow oil. then concentrated in vacuo The crude product was purified by flash chromatography (CH2Cl2, 7% MeOH, 1% NH4OH)