Sodium Bicarbonate → HCID 66590252, compound

Participants

Reaction Steps

Compound 6 was prepared as described in Example 10. Into a 10 mL round bottom flask was added Compound 6 (546 mg, 858 μmol) and dioxane (1.9 mL). The reaction was added sodium bicarbonate (180 mg, 2.15 mmol) and di-tert-butyl carbonate (337 mg, 1.54 mmol). The reaction was stirred overnight at room temperature. Solvent was removed under vacuum and the residue partitioned between water (10 mL) and ethyl acetate (10 mL). The organic layer was separated and the aqueous layer was extracted further with ethyl acetate (2×10 mL). The organic layers were combined and dried over sodium sulfate. The solution was filtered and solvent removed under vacuum. The residue was purified by column chromatography (0->2% MeOH/DCM) to give 19A (465 mg, 74%). ESI-MS:m/z 735.3 (M+H)+

Provenance & Evidence