Lithium hydroxide, monohydrate → HCID 86691265, compound

Participants

Reaction Conditions

Reaction Steps

Add diethyl (1S,2S,5R,6S)-2-(tert-butoxycarbonylamino)spiro[bicyclo[3.1.0]hexane-4,1′-cyclopropane]-2,6-dicarboxylate (1.79 g, 4.87 mmol) in tetrahydrofuran (29.2 mL) to a freshly prepared solution of lithium hydroxide monohydrate (1.64 g, 38.97 mmol) in water (19.5 mL) and stir overnight at 60° C. Dilute with water (30 mL), extract with ethyl acetate (2×50 mL). Separate aqueous and organic layers. Wash organic layer with 2M hydrochloric acid. Wash the aqueous layer with 2M hydrochloric acid (25 mL) then extract with ethyl acetate (2×50 mL). Combine the organic layers and wash with brine (15 mL). Dry on magnesium sulfate, filter and concentrate to dryness. Redissolve in dichloromethane and concentrate to dryness to give the title compound (1.49 g, 98%). MS (m/z): 334 (M+23).

Provenance & Evidence