Pyridine → HCID 86590435, compound

Participants

Reaction Steps

A solution of the aldehyde 20 (50 mg, 0.14 mmol), O-benzylhydroxylamine hydrochloride (26 mg, 0.16 mmol), and pyridine (12 mg, 0.15 mmol) in CH2Cl2 (2 mL) is stirred at ambient temp. for 5 h, then sat. NH4Cl solution is added, and the mixture is extracted with EtOAc (3×5 mL). The combined extracts are washed with brine and dried over MgSO4. Crystallization of the crude solid from hexanes gives 31 mg (0.067 mmol, 48%) of the title compound as colorless solid, single oxime isomer. MS (ES): m/z 463.0/465.0 (90/48) [MH+], 363.1/365.2 (100/32) [MH+-Boc].

Provenance & Evidence