N-Cbz-d-alanine → HCID 22867053, compound

Participants

Reaction Steps

2-Aminomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one (2.3 g, 10 mmol) was dissolved in dimethylformamide (100 ml) while cooled on ice. To the obtained mixture, carbobenzyloxy-D-alanine (2.3 g, 10.5 mmol), WSC.HCl (2.3 g, 11.0 mmol), and HOBT (1.4 g, 11.0 mmol) were added, and the resultant mixture was stirred at room temperature for two days. The reaction mixture was condensed under reduced pressure. The obtained residue was extracted with chloroform, washed with 1N-HCl, saturated aqueous NaCl solution, and dried over magnesium sulfate anhydride. The solvent was evaporated. The residue was purified by silica gel column chromatography (chloroform: methanol=15:1) to obtain 4.27 g of the title compound as colorless powdery crystals (98.0%)

Provenance & Evidence