Sodium Ascorbate → HCID 69272714, compound

Participants

Reaction Steps

To a stirred mixture of (R)-1-((4-azido-3,4-dihydro-2H-chromen-7-yl)methyl)-4-fluoropiperidine (0.83 g, 2.9 mmol) and (R)-methyl 2-(((9H-fluoren-9-yl)methoxy)-carbonyl)pent-4-ynoate (1.0 g, 2.9 mmol) in t-BuOH/H2O (1:1, 40 mL) was added a solution of sodium ascorbate (30 mg, 0.14 mmole) in H2O (300 μL), followed by CuSO4.5H2O (7 mg, 0.03 mmol) in H2O (300 μL). The reaction mixture was stirred for 72 h at RT. The reaction mixture was concentrated, extracted with CH2Cl2 (3×), dried over MgSO4, and concentrated. The residue was purified by SiO2 (2% MeOH/CH2Cl2) to give the title compound. MS (m/z): 640.4 (m+H).

Provenance & Evidence