HCID 86607612, compound → HCID 68452652, compound

Participants

Reaction Conditions

Reaction Steps

(R)-1-Allyl 2-ethyl 5-hydroxy-5-methylpyrrolidine-1,2-dicarboxylate (3.0g, 12 mmol) was dissolved in trifluoroacetic acid (20 mL) and cooled to 0° C. before borane-pyridine complex (2.9 mL, 23 mmol) was added. The reaction mixture was heated to 90° C. for 3 h, then concentrated in vacuo and NaOH—about 5N (30 mL) was added. The mixture was stirred for 2 h at 60° C., then cooled, washed with EtOAc (30 mL) and acidified to ˜pH 5 with conc HCl. The mixture was extracted into dichloromethane, which was separated, dried over sodium sulfate, and concentrated via rotovap to give the title compound. Found MS (ES+): 214 (M+H)+.

Provenance & Evidence