Methyl morpholine oxide → HCID 131725146, compound

Participants

Reaction Steps

To a solution of N-trityl-3-hydroxy-(L)-proline, benzyl ester (8.8 g, 19 mmol) in CH2Cl2 (50 mL) was added 4-methylmorpholine N-oxide (4.5 g, 38 mmol) and 3Å molecular sieves (3 g). After stirring at rt for 15 min, the reaction mixture was cooled to 0° C., and was added tetrapropylammonium perruthenate (1.0 g, 2.8 mmol). After stirring at rt for 15 min, the reaction mixture was filtered through a pad of silica gel, and the filtrate was concentrated in vacuo to dryness. The residue was dissolved in Et2O (100 mL), and was filtered through a pad of silica gel. The filtrate was concentrated in vacuo to dryness to yield N-trityl-3-keto-(L)-proline, benzyl ester (6.5 g, 74%).

Provenance & Evidence