Lithium Hydroxide → 1-(Tert-butoxycarbonyl)-4-(2-methoxyethoxy)piperidine-4-carboxylic acid

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Reaction Steps

1-tert-Butyl 4-ethyl 4-((2-methoxyethoxy)methyl)piperidine-1,4-dicarboxylate from step A (1.78 g, 5.15 mmol) was treated with LiOH (0.62 g. 26 mmol) in ethanol (12 mL) and water (24 mL) at 80° C. for 18 hours. The mixture was cooled, diluted with dichloromethane, and washed with sat. aq. NaHSO4. The aqueous phase was back extracted with dichloromethane (3×), and the organics were combined, washed with brine, dried over MgSO4, and concentrated to give the title compound in quantitative yield. MS (ES+) [M+H]+=318.

Provenance & Evidence