Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate → HCID 178440682, compound

Participants

Reaction Steps

A 0.2M solution of 3-hydroxypiperidine-2-carboxylic acid (500 μL, 100 μmol) in DMA was added to a 0.2M solution of 4-tert-butyl-1,2-diaminobenzene (500 μL, 100 μmol) in DMA followed by BOP (44 mg, 100 μmol). The reaction was stirred at room temperature for 16 hours before concentrating in vacuo. A solvent mixture of THF/AcOH (5/1, 1 mL) was added to the residue, and the reaction heated to 60° C. for 16 hours. The reaction was cooled, concentrated in vacuo, dissolved in DMSO (1 mL) and purified using preparative HPLC (XTERRA-C18 (250×19 mm, 10μ, mobile phase A: Acetonitrile, mobile phase B: 10 mM ammonium acetate in water; eluting with a gradient of 10-70% organic with a flow rate of 16 mL/min over 18 minutes) to afford the title compound.

Provenance & Evidence