Lithium hydroxide, monohydrate → 3-(1,1-Dimethylethyl)-1,4,5,6-tetrahydro-4-oxocyclopenta[b]pyrrole-2-carboxylic acid

Participants

Reaction Steps

The title compound was synthesized from methyl 3-tert-butyl-4-oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate (33 mg, 0.14 mmol) and lithium hydroxide monohydrate (30 mg, 0.71 mmol) according to General Procedure 7. Purification by reverse phase semi-preparative HPLC provided a pure fraction (11.6 mg, 37%) of 3-tert-butyl-4-oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylic acid (3). 1H NMR (400 MHz, METHANOL-d4) δ ppm 1.46 (s, 9H), 2.82-2.90 (m, 4H); LCMS-MS (ESI+) 221.7 (M−H); HPLC (UV=95.8%).

Provenance & Evidence