Triphenylphosphine → HCID 67972218, compound

Participants

Reaction Steps

The title compound from Step A above (200 mg, 0.745 mmol) and triphenylphosphine (391 mg, 1.49 mmol) were placed in a 50 ml round bottom flask and then THF (20 ml) was added followed by DIAD (0.29 mL, 1.49 mol) at RT. After 5 min of stirring, trimethylsilylazide (0.2 mL, 1.50 mmol) was added and the resulting mixture was stirred overnight at RT. The volatiles were removed under reduced pressure and the resulting residue was partitioned between ethyl acetate and brine, combined, dried over sodium sulfate, filtered and concentrated. The material was purified by Mass Directed HPLC to give the title compound (52 mg, 24%) as a clear oil/film. ESI-MS calculated for C14H23N5O2: Exact Mass: 293.38. Found 194.35 (M-Boc)+ and 316.36 (MNa)+.

Provenance & Evidence