Hydrochloric Acid → HCID 10488616, compound

Under a nitrogen atmosphere, 428 mg (2 mmol) of diphenyl carbonate and 5 mL of acetonitrile were loaded into a round bottom flask having a volume of 100 mL, and then the mixture was stirred at room temperature. Next, 813 mg (2 mmol) of tetrabutylammonium phenylalanine salt and 15 mL of acetonitrile were dropped to the solution, and then the mixture was stirred for 15 minutes. After that, a 1M aqueous HCl solution was added to the reaction solution to terminate the reaction, and then the resultant was concentrated with an evaporator. Next, water was added to the concentrated product, and then the resultant was extracted with ethyl acetate. The resultant organic layer was washed with water and brine, and was then dried with sodium sulfate. After that, the dried product was concentrated with an evaporator. Thus, a crude product was obtained. Next, the crude product was purified by column chromatography. Thus, N-phenoxycarbonyl-L-alanine was obtained. An isolation amount and an isolation yield were 445.0 mg and 78%, respectively.

1. stirringthe mixture was stirred for 15 minutes
2. customto terminate
3. customthe reaction
4. concentrationthe resultant was concentrated with an evaporator
5. additionNext, water was added to the concentrated product
6. extractionthe resultant was extracted with ethyl acetate
7. washThe resultant organic layer was washed with water and brine
8. dry with materialwas then dried with sodium sulfate
9. concentrationAfter that, the dried product was concentrated with an evaporator
10. customThus, a crude product was obtained
11. customNext, the crude product was purified by column chromatography

ORD record

ord-93a5641605134ff5a83198a3b550c9fd

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08748650B2