HCID 57643889, compound → HCID 57643907, compound

Participants

Reaction Steps

Toluene (20 ml) was added to 0.76 g of (3S,4R)-1-[allyloxycarbonyl(triphenylphosphoranylidene)methyl]-3-[(1R)-1-hydroxyethyl]-4-[(1R)-1-methyl-2-[7-(pyridin-3-yl)carbonylimidazo[5,1-b]thiazol-2-yl]-2-oxoethyl]azetidin-2-one, and the mixture was heated under reflux for 2 hr. The reaction solution was concentrated by removing the solvent, and the concentrate was purified by column chromatography on silica gel (eluted with 5 to 10% methanol/ethyl acetate). The eluate containing the contemplated product was concentrated, and the resultant solid was washed with a hexane:ethyl acetate=1:1 solution to give 0.38 g of allyl (1S,5R,6S)-6-[(1R)-1-hydroxyethyl]-2-[7-(pyridin-3-yl)carbonylimidazo[5,1-b]thiazol-2-yl]-1-methylcarbapen-2-em-3-carboxylate. This product was analyzed by NMR. The results were in agreement with the results of analysis in Example 26.

Provenance & Evidence