Di-tert-butyl dicarbonate → HCID 58789062, compound

Participants

Reaction Steps

To a solution of Intermediate 4A (1.73 g, 3.78 mmol) in acetonitrile (20 mL) was added BOC2O (1.229 mL, 5.29 mmol) followed by TEA (0.527 mL, 3.78 mmol) and DMAP (0.092 g, 0.756 mmol), then the suspension was stirred at rt for 1 h. Solvent was removed under vacuum and the residue purified on Isco (120 g) eluting with 0 to 75% EtOAc/hexanes to give Intermediate 4B (2.185 g, 3.92 mmol, 104% yield) as a white solid. 1H NMR (400 MHz, chloroform-d) δ ppm 1.38 (s, 18H) 4.54 (s, 4H) 7.04 (d, J=8.53 Hz, 1H) 7.28-7.40 (m, 11H) 7.53 (d, J=14.05 Hz, 1H) 8.25 (d, J=5.77 Hz, 1H); MS (ESI) m/z: 558.2 [M+1]+.

Provenance & Evidence