Triphenylphosphine → HCID 59738307, compound

Participants

Reaction Steps

To a solution of crude 5-(4-isopropylphenyl)-2H-tetrazole (1.0 g, ˜5.3 mmol), methyl 3-hydroxy-2,2-dimethylpropanoate (830 mg, 8.0 mmol), and PPh3 (2.1 g, 8.0 mmol) in THF (5 mL) was added DEAD (1.35 mL, 8.0 mmol) dropwise. The reaction mixture was stirred for 2 h. LC/MS indicated the reaction was complete. The reaction mixture was filtered and purified on RP-HPLC using a mixture of acetonitrile and H2O to give methyl 3-(5-(4-isopropylphenyl)-2H-tetrazol-2-yl)-2,2-dimethylpropanoate (480 mg, 32% for two steps). LRMS (M+H+) m/z 303.2.

Provenance & Evidence