HCID 53821651, compound → HCID 54417415, compound

Participants

Reaction Steps

A solution of N-trityl-O-(3-pyridyl)methyl-(D)-valinol (3.63 g, 8.3 mmol) in formic acid (30 ml) was kept for 5.5 hours at room temperature. After removal of the formic acid in vacuo, the residue was dissolved in water (100 ml) and extracted twice with ethyl acetate (100 ml, 50 ml) in order to remove trityl alcohol. The aqueous phase was basified with a saturated solution of sodium carbonate (50 ml) and 4N sodium hydroxyde (3 ml) and extracted with ethyl acetate (4×50 ml). After washing with brine until neutral (2×50 ml), the combined organic layers were dried over sodium sulfate. After usual work-up, the resulting amine was used without further purification (1.32 g, 82% yield). Rf.: 0.12 (silica gel, dichloromethane/methanol: 8/2).

Provenance & Evidence