Water → HCID 54319933, compound

Participants

Reaction Steps

A mixture of 19 (37 mg, 0.09 mmol) in dimethylformamide (1 mL) containing pyridinium dichromate (165 mg, 0.45 mmol) was stirred at room temperature overnight. It was then poured into water and extracted with ether three times. The combined ether layer was washed with water and dried over magnesium sulfate. Removal of the solvent in vacuo gave 11.6 mg of 7-[2-(3-hydroxy-3-methyl-4,4-difluoro-1-octen-1-yl)-5- oxopyrrolidin-1-yl]-6-oxo-heptanoic acid (20). IR (CH2Cl2): 3600-2800 (br), 1730, 1690 cm-1 ; PMR (CDCl3); δ5.85-5.62 (m, 2H), 4.33-3.65 (m, 3H), 2.50-1.20 (m, 21H), and 0.92 (t, 3H); MS: m/z 385.2048 (M+ --H2O), calcd. for C20H29NO4F2, 385.2064.

Provenance & Evidence