Diisopropylethylamine → HCID 18752836, compound

Participants

Reaction Steps

A mixture of 11.4 ml of ethyldiisopropylamine in 20 ml of DMF is mixed successively with 3.11 g of 3-(4-tert-butyloxycarbonylaminomethylphenyl)propionic acid (starting material B4) and 4.64 g HBTU, with stirring. After ten minutes 2.45 g of 1-benzyloxycarbonylpiperazine are added and the mixture is stirred at RT for 5 h. The mixture is diluted with ethyl acetate and water. After phase separation, the organic phase is washed with 1N hydrochloric acid solution, 1N aqueous sodium hydroxide solution and water. After drying over magnesium sulfate, the organic solution is concentrated and the residue is chromatographed over silica gel (petrolether/ethyl acetate/acetone 4:5:1). Concentration of the pure fractions and drying in vacuo gives 3.91 g of the title compound as a yellowish powder. The mass spectrum shows the molecular peak MH+ at 481.8 Da.

Provenance & Evidence