4-Methylmorpholine → HCID 178445898, Verbindung

A mixture of 240 mg of 2-benzyl-3-phenylpropionic acid and 170 mg of 1,1'-carbonyldiimidazole was added to 10 ml of dry dichloromethane, and the mixture was stirred for 30 minutes at room temperature. The reaction mixture was added to a solution of 650 mg of L-histidyl-L-leucinal semicarbazone.2p-toluenesulfonic acid salt and 200 mg of N-methylmorpholine in 10 ml of dry N,N-dimethylformamide, and the mixture was stirred overnight at room temperature. The reaction mixture was concentrated under reduced pressure, and a 5% aqueous sodium bicarbonate solution was added to the residue. The mixture was extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel flash column chromatography (eluent: dichloromethane/methanol=10/1 by volume) to obtain 162 mg of N-(2-benzyl-3-phenylpropionyl)-L-histidyl-L-leucinal semicarbazone as a white powder.

1. concentrationThe reaction mixture was concentrated under reduced pressure
2. additiona 5% aqueous sodium bicarbonate solution was added to the residue
3. extractionThe mixture was extracted with ethyl acetate
4. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
5. concentrationconcentrated under reduced pressure
6. customThe residue was purified by silica gel flash column chromatography (eluent: dichloromethane/methanol=10/1 by volume)

ORD-Eintrag

ord-bd30c918bb404affa131e936175b07fe

Quelldatensatz

uspto-grants-1989_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04863904