8-Methyl-8-azabicyclo(3.2.1)octan-3-ol → HCID 67607346, compound

Participants

Reaction Steps

To a solution of 2-(tert-butoxycarbonylamino)-2-phenylacetic acid (400 mg, 1.59 mmol) in THF (20 ml), were added N,N′-methanediylidenedicyclohexanamine (394 mg, 1.91 mmol), 1H-benzo[d][1,2,3]triazol-1-ol (258 mg, 1.91 mmol) and 8-methyl-8-azabicyclo[3.2.1]octan-3-ol (270 mg, 1.91 mmol). The reaction was stirred at RT for 15 hours, and then the solvent was evaporated. The residue was taken up with DCM, the insoluble was filtered off, and the clear solution was washed twice with aq. Na2CO3 and brine, dried over Na2SO4 and evaporated to give 8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-(tert-butoxycarbonylamino)-2-phenylacetate (460 mg; 77% yield). The product was used in the next step without any further purification.

Provenance & Evidence