Lithium borohydride → HCID 57659761, compound

Participants

Reaction Conditions

Reaction Steps

LiBH4 (0.5 g, 23.3 mmol) was added to a solution of (5S)-1-tert-butyl 2-methyl 5-cyclopropyl-3-oxopyrrolidine-1,2-dicarboxylate (31) (2.2 g, 7.76 mmol) in THF (20 mL). The reaction mixture was stirred at 60° C. for 18 h after which HPLC indicated that the reaction was compete. The resulting solution was diluted with EtOAc (20 mL) and washed with sat. aq. NaHCO3 (20 mL). The organic phase was dried (Na2SO4), filtered and concentrated under vacuum to give (5S)-tert-butyl 5-cyclopropyl-3-hydroxy-2-(hydroxymethyl)pyrrolidine-1-carboxylate (32). Retention time (min)=1.484 method [1], MS (m/z) 280.2 (M+Na)+.

Provenance & Evidence