Water → 3,5-Dioxohexanoic acid

Participants

Reaction Steps

BU-4664L (20 rag) was stirred with acetic anhydride (1.0 ml) in anhydrous pyridine (1.5 ml) for 18 hours at room temperature. To the reaction mixture, EtOAc and water (20 ml each) were added and stirred for one hour. After washing with water (20 ml portions) twice, the organic layer was concentrated to give a yellow solid. The residue was purified by preparative TLC (SiO2, CH2Cl2 -MeOH 20:1) followed by Sephadex LH-20 chromatography using CH2Cl2 -MeOH (4:6) as a developing solvent to give triacetate BU-4664L (2, 13 mg), m.p. >200° C. (dec.).

Provenance & Evidence