Hydrochloride methanol → HCID 178496807, compound

Participants

Reaction Steps

To a solution of 45.5 mg (0.10 mmole) of N-[4-(3-aminopropyl)aminobutyl]-2-(4-guanidinobutanamido)-2-hydroxyethanamide trihydrochloride in 1 ml of anhydrous methanol was added 0.1 ml of 2N hydrogen chloride-methanol. The mixture was stirred at room temperature for 17 hours. The reaction mixture was concentrated under reduced pressure and dissolved in 3 ml of water. The resulting solution was passed through a column (20 mm inner diameter) packed with 150 ml of CM-Sephadex® C-25 and fractionated by the gradient method with each one liter of water and 1M aqueous sodium chloride solution (17 ml fraction size). The fractions No. 67 to No. 71 corresponding to the salt concentrations of 0.63-0.67M were combined, evaporated to dryness and extracted three times with 5 ml of methanol. The methanol layer was passed through a column (20 mm inner diameter) packed with 150 ml of Sephadex® LH-20 and developed with methanol (7 ml fraction size). Fractions No. 10 to No. 14 were combined and evaporated to dryness, yielding 31.4 mg (67% yield) of a white powder of N-[4-(3-aminopropyl)aminobutyl]-2-(4-guanidinobutanamido)-2-methoxyethanamide trihydrochloride.

Provenance & Evidence