HCID 66874102, compound → HCID 59180220, compound

Participants

Reaction Conditions

Reaction Steps

A magnetically-stirred solution/suspension of methyl 5,5-difluoro-4-methoxy-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate, (17.40 mg, 0.075 mmol) in pH=7 buffer solution, was treated with pig-liver esterase (PLE) (64.44 mg, 100 U/mg), and warmed at 32-37° C. for a period of 18 h after conversion to product appeared to stop. The suspension was diluted with EtOAc (20 mL) and dried onto Celite. The crude was then purified by silica gel chromatography (twice). 7.9 mg. 1H NMR (400 MHz, ACETONE-d6) δ ppm 3.17-3.41 (m, 2H), 3.43 (s, 3H), 4.60 (d, J=13.28 Hz, 1H), 6.81 (s, 1H), 10.93 (br. s., 1H); 19F NMR (400 MHz, ACETONE-d6) δ ppm −105.48 (d, J=0.63 Hz, 1F), −93.65 (d, J=0.65 Hz, 1F); LCMS-MS (ESI−) 216.2 (M-1).

Provenance & Evidence