tert-Butanol → 2-(1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-yl)ethyl carbamic acid tert-butyl ester

Participants

Reaction Conditions

Reaction Steps

Diphenylphosphoryl azide(1.0 ml) and tert-butanol(10 ml) were added to a THF solution (10 ml) of 3-(1-ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-yl) propionic acid(0.97 g) and triethylamine(0.67 ml). The mixture was stirred at 100° C. overnight. The reaction liquid was cooled to room temperature, and condensed under reduced pressure. The residue was purified by silica gel column chromatography (hexane: ethyl acetate=80:20→50:50). The purified product was condensed under reduced pressure to give the title compound(0.38 g) as a colorless oily matter.

Provenance & Evidence