Diisopropylamine → HCID 59784094, compound

Participants

Reaction Steps

Anhydrous DMF (11 ml) is added to a 100 ml round bottom flask containing compound 7 (190 mg, 0.544 mmol) under N2. After ten minutes diisopropylamine (0.473 ml, 2.72 mmol) is added to the flask. It is then stirred at room temperature for 1 hr. Boc-L-valine (118.19 mg, 0.544 mmol) is then added to the flask and stirred for 1 hr. HBTU (227 mg, 0.598 mmol) is added to the reaction followed by HOBT (81.6 mg, 0.604 mmol). The reaction mixture is then stirred at room temperature under N2 overnight at which point LCMS shows completion of the reaction. It is then diluted with EtOAc and washed subsequently with 1.0 M citric acid, brine, saturated sodiumbicarbonate, brine, water and brine. The organic layer is dried over Na2SO4, filtered and concentrated under reduced pressure to yield 356 mg (>100%) of the desired product 9.

Provenance & Evidence