HCID 15405113, compound → HCID 15405114, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred, suspension of lithium aluminum hydride (58 mg; 1.53 mmol) in anhydrous THF (10 ml) at 0° C. under argon was added dropwise a solution of 5′-O-(4,4′-dimethoxytrityl)-3′-C,O-methylenethymidine (385 mg; 0.692 mmol) in THF (10 ml). The reaction mixture was stirred at 0° C. for 1 h and the reaction quenched by slow addition of 10% NaHCO3, The resulting mixture was diluted with EtOAc (30 ml), washed with NaHCO3 (3×20 ml, dried over Na2SO4, and concentrated. The residue was purified by chromatography on silica (5% CH3OH in CHCl3) to yield 306 mg (79%) of 5′-O-(4,4′-dimethoxytrityl)-3′-C-methylthymidine as a foam.

Provenance & Evidence