Triphenylphosphine → 2-(1-amino-2-methyl-propyl)-3-benzyl-3H-pteridin-4-one

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Reaction Steps

Formula 107 where R2 and R3 are H; R5 is Benzyl; R6 is Isopropyl; R6′ is H; X and Y are —C═; and W and Z are —N═: To a solution of THF (100 mL), 2-(1-azido-2-methyl-propyl)-3-benzyl-3H-pteridin-4-one (3.75 mmol) and triphenylphosphine (0.984 g, 3.75 mmol) was added 2N HCL (15 mL). The reaction mixture was stirred at room temperature for 2 hours, and then concentrated under reduced pressure. The residue was purified by flash silica gel chromatography using EtOAc-MeOH (50:1 to 10:1) as eluent to give the desired amino product of Formula 107, 2-(1-amino-2-methyl-propyl)-3-benzyl-3H-pteridin-4-one (0.880 g, 76% from Formula 105). MS (Cl) M/E: 310.2.

Provenance & Evidence