Glyoxylic acid, monohydrate → HCID 118092981, compound

Participants

Reaction Conditions

Reaction Steps

39D (405 mg, 0.681 mmol), Intermediate 1 (245 mg, 0.681 mmol) and glyoxylic acid monohydrate (50.4 mg, 0.681 mmol) were dissolved in CH3CN (3 ml) and DMF (0.5 ml). The mixture was stirred at 85° C. for 20 h, quenched with water, and extracted with EtOAc (3×20 ml). The combined organic layer was washed with 1N HCl, brine, dried (Na2SO4) and concentrated. The crude was purified by flash chromatography (0-10% MeOH in CH2Cl2). The desired fractions were combined and concentrated. The residue was dissolved in MeOH (8 mL). Pd/C was added and the mixture was hydrogenated at 40 psi for 6 h. The mixture was filtered and concentrated gives 39E (298 mg, 0.358 mmol, 52.6% yield). MS (ESI) m/z: 832.2 (M+H)+.

Provenance & Evidence