p-Toluenesulfonic acid → HCID 53714532, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6.85 g of 2,2,2-trichloroethyl (R)-3,5-bis (tert-butyldimethylsilyloxy)-6-methyl-2-[[[2-(3-trityloxypropionylamino)-2-(methoxycarbonyl)ethyl] thio]methyl]benzoate and 0.11 g of p-toluenesulfonic acid in 115 ml of methanol was stirred at 60° C. for 30 minutes. The mixture was cooled and the solvent was evaporated in vacuo. Chromatography of the residue on silica gel using ethyl acetate/methylene chloride/hexane (1:1:1, v/v/v) as eluent afforded 3.97 g of 2,2,2-trichloroethyl (R)-3,5-bis(tert-butyldimethylsilyloxy)2-[[[2-(3-hydroxypropionylamino)-2-(methoxycarbonyl)ethyl]thio]methyl]-6-methyl-benzoate as white-off solid.

Provenance & Evidence