Cesium carbonate → HCID 67729725, compound

Participants

Reaction Steps

To (3R,9S)-6-[4-hydroxyphenyl]-3-[8-oxo-4-oxa-1,7-diazatricyclo[9.6.1.012,17 ]octadeca-11(18),12,14,16-tetraen-9-ylcarbamoyl)-hexanoic acid t-butyl ester (1.0 g, 1.72 mmol) in DMF (20 mL) at 0° C. was added 3-iodopropanol(363mg, 1.95 mmol) and cesium carbonate (636 mg, 1.95 mmol). The mixture was then stirred at room temperature for 2.5 hours. DMF was removed under reduced pressure. The remaining residue was taken up in EtOAc (70 mL) and brine (40 mL). The EtOAc layer was washed with brine and dried (MgSO,). Removal of solvents to give pure (3R,9S)-6-[4-(3-hydroxy-propoxy)-phenyl]-3-[8-oxo-4-oxa-1,7-diazatricyclo[9.6.1.012,17 ]octadeca-11(18),12,14,16-tetraen-9-ylcarbamoyl)-hexanoic acid t-butyl ester (1.1 g, 100%), MS: 622.4 (M+H+).

Provenance & Evidence