Dimethylformamide → tert-butyl [(3S)-4-oxo-6-phenyl-2,3,4,5-tetrahydro-1,5-benzoxazepin-3-yl]carbamate

Participants

Reaction Conditions

Reaction Steps

0.143 ml of diethyl cyanophosphonate (156 mg, 0.96 mmol) is introduced, at 0° C., into a 25 mL three-necked flask containing 260 mg of 42 (0.70 mmol) and 6.5 mL of DMF, followed 10 minutes later by 0.109 ml of TEA (0.77 mmol). The reaction medium is stirred at 0° C. for 2 h. 25 ml of AcOEt are added and then the mixture is washed with twice 25 mL of distilled water. The organic phase is dried over MgSO4, filtered and then evaporated to dryness. The crude product is chromatographed on a silica cartridge (24 g, eluent heptane/AcOEt, in an AcOEt gradient: 25 to 75%). 85 mg of expected product 43 are obtained.

Provenance & Evidence