Benzyl chloroformate → 3-(((Benzyloxy)carbonyl)amino)-2-methylpropanoic acid

Temperature

0 °C

In a mixture of 10 ml of pyridine and 10 ml of water was dissolved 500 mg of β-amino-isobutyric acid, and 1.5 ml of benzyloxycarbonyl chloride was dropped thereinto with stirring at 0° C. After completion of the dropping, the resulting mixture was stirred at room temperature for 3 hours, after which the pyridine was removed under reduced pressure. Then, hydrochloric acid was added to the residue, and the resulting mixture was extracted with ethyl acetate. The ethyl acetate layer obtained was washed successively with diluted hydrochloric acid, water and an aqueous sodium chloride solution, and then concentrated to obtain an oily substance. Subsequently, the oily substance was washed with a mixed solvent of ether and hexane to obtain 380 mg of the desired com- pound.

1. additionwas dropped
2. stirringAfter completion of the dropping, the resulting mixture was stirred at room temperature for 3 hours
3. customafter which the pyridine was removed under reduced pressure
4. additionThen, hydrochloric acid was added to the residue
5. extractionthe resulting mixture was extracted with ethyl acetate
6. customThe ethyl acetate layer obtained
7. washwas washed successively with diluted hydrochloric acid, water
8. concentrationan aqueous sodium chloride solution, and then concentrated
9. customto obtain an oily substance
10. washSubsequently, the oily substance was washed with a mixed solvent of ether and hexane
11. customto obtain 380 mg of the desired com- pound

ORD record

ord-d9f4f28ea88643a2b1dd98115ce09582

Source dataset

uspto-grants-1988_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04760136