Tetrahydrofuran → HCID 19431937, compound

Participants

Reaction Conditions

Reaction Steps

8.4 g of 6-benzyloxy-4-methoxymethyl-9-tosyl-β-carboline-3-carboxylic acid isopropyl ester is dissolved in 500 ml absolute tetrahydrofuran and cooled to -60° C. 15 ml of a 1.5 molar ethereal methyllithium solution is added drop by drop to this solution under argon atmosphere and then stirred for another 4 hours at -60° C. After heating to room temperature the reaction solution is mixed with saturated ammonium chloride solution, extracted with methylene chloride, dried and concentrated by evaporation. The resulting crude product is chromatographed on silica gel with cyclohexane: ethyl acetate=8:2. 4.1 g of 6-benzyloxy-4-methoxymethyl-3-acetyl-9-tosyl-β-carboline with a melting point of 173-175° C. is obtained.

Provenance & Evidence