HCID 53821651, compound → HCID 54417415, compound

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).

1. customAfter removal of the formic acid in vacuo
2. dissolutionthe residue was dissolved in water (100 ml)
3. extractionextracted twice with ethyl acetate (100 ml, 50 ml) in order
4. customto remove trityl alcohol
5. extractionextracted with ethyl acetate (4×50 ml)
6. washAfter washing with brine until neutral (2×50 ml)
7. dry with materialthe combined organic layers were dried over sodium sulfate
8. customAfter usual work-up, the resulting amine was used without further purification (1.32 g, 82% yield)

ORD record

ord-3db1c909c1604babb176457f974b7353

Source dataset

uspto-grants-2000_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06114380