Hydrochloric Acid → HCID 14305499, compound

Temperature

50 °C

In 30 ml of anhydrous methanol was dissolved 510 mg of the hydrochloride of methyl (2R, 3R, 4S, 5R)-3-amino-4-carboxy-5-hydroxy-2-methyl-hexanoate (10), and 1 ml of propene oxide was added to the solution, and the mixture was heated under reflux for 10 minutes. The solution was allowed to cool and admixed with 450 mg of DCC, and the mixture was heated with stirring at 50° C. for 4 hours. The solvent was distilled off under reduced pressure, and the residue was extracted with ethyl acetate. The extract was freed of the insoluble matter by filtration and concentrated under reduced pressure, and the residue was purified by silica-gel column chromatography. The eluate with benzene-ethyl acetate (1:1) yielded 310 mg of the desired compound.

1. additionwas added to the solution
2. temperaturethe mixture was heated
3. temperatureunder reflux for 10 minutes
4. temperatureto cool
5. temperaturethe mixture was heated
6. distillationThe solvent was distilled off under reduced pressure
7. extractionthe residue was extracted with ethyl acetate
8. filtrationThe extract was freed of the insoluble matter by filtration
9. concentrationconcentrated under reduced pressure
10. customthe residue was purified by silica-gel column chromatography

ORD record

ord-7a0430b17923443e8401dff80651bd6b

Source dataset

uspto-grants-1989_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04837343