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, 618 mg (2 mmol) of S-benzyltetrahydrothiophenium phenylalanine salt and 15 mL of acetonitrile were dropped to the solution, and then the mixture was stirred for 30 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 456.2 mg and 80%, respectively.

1. stirringthe mixture was stirred for 30 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-d9e40f2979a644dcba6921c8fd3d478e

Source dataset

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08748650B2