197142-34-0

Tert-butyl (1R,3S,5R)-3-(hydroxymethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate (900 mg, 4.22 mmol, 1.00 eq.) was used as a feedstock and dissolved in a mixed solvent of acetonitrile (10 mL) and carbon tetrachloride (10 mL). To this solution was added an aqueous (10 mL) solution of sodium periodate (2.72 g, 12.72 mmol, 3.00 equiv) and ruthenium trichloride hydrate (44 mg, 0.20 mmol). The reaction mixture was stirred overnight at room temperature. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The target product (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid (620 mg, 65% yield) was obtained as a brown solid.

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