Cyclobutanone → 1-Cyclobutyl-4-(1-tert-butoxycarbonyl-piperidine-4-carbonyl)-[1,4]-diazepane

Participants

Reaction Steps

1-(1-tert-Butoxycarbonyl-piperidine-4-carbonyl)-[1,4]-diazepane (2.0 g)(D8, Step 2) was dissolved in DCM (50 ml) and cyclobutanone (0.96 ml) added and the mixture stirred for 5 min. Sodium triacetoxyborohydride (2.7 g) was then added and the reaction stirred at rt for 1.5 h. The reaction mixture was then washed with saturated potassium carbonate solution (50 ml), sodium hydrogen carbonate solution (3×50 ml) and brine (50 ml). The organic layer was dried (MgSO4) and evaporated to give the subtitled compound as a white solid (1.67 g).

Provenance & Evidence