Methanol → HCID 68310772, compound

Participants

Reaction Conditions

Reaction Steps

A solution of borane dimethyl sulphide complex in tetrahydrofuran (2.0 M, 289 μL, 0.58 mmol, 3.0 eq) is added dropwise at 0° C. to a stirred solution of (2S,5R)-(5-tert-butoxycarbonylamino-tetrahydro-pyran-2-yl)-acetic acid (50 mg, 0.19 mmol, 1.0 eq) in tetrahydrofuran (2 mL). The reaction mixture is stirred at 0° C. for 30 minutes then at room temperature for 2 hours. Methanol (2 mL) is cautiously added to the reaction mixture that is then evaporated, repeatedly treated with methanol and concentrated to dryness to afford (3R,6S)-[6-(2-hydroxy-ethyl)-tetrahydro-pyran-3-yl]-carbamic acid tert-butyl ester as a white solid (47 mg, 99% yield).

Provenance & Evidence