N-Methylaniline → HCID 131722322, compound

Participants

Reaction Steps

Tetrakis(triphenylphosphine)palladium(0) (8.4 mg) is added to a solution of 40.6 mg of allyl(1R,5S,6S)-2-[(3S,5S)-1-allyloxycarbonyl-5-[1-hydroxy-1-(imidazo[5,1-b]thiazol-2-yl)methyl]pyrrolidin-3-yl]thio-6-((1R)-1-hydroxyethyl)-1-methylcarbapen-2-em-3-carboxylate (stereoisomer A) and 0.045 ml of N-methylaniline in 1. 0 ml of DMF, and the mixture is stirred in an argon atmosphere at room temperature for 35 min. DMF is removed by evaporation under reduced pressure, 3 ml of distilled water is added to the residue, and the mixture is extracted three times with 5 ml of ethyl acetate while removing insolubles. The aqueous layer is concentrated under reduced pressure to distil-off ethyl acetate, and the concentrate is then purified by column chromatography on Cosmosil 40C18-PREP (water-methanol) to give 3.5 mg of the title compound as a colorless flocculent material.

Provenance & Evidence