Methanol → HCID 11501867, Verbindung

To a solution of 25 g (62.8 mmol) of methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate (Step D) in 600 mL of tetrahydrofuran (THF) was added in succession 200 mL of methanol and 200 mL (200 mmol) of 1N aqueous sodium hydroxide solution. The reaction mixture was stirred at ambient temperature for 3 h, and then the methanol and THF were removed under reduced pressure. To the aqueous mixture was added 250 mL of 1N hydrochloric acid and the mixture was extracted with ethyl acetate (3×300 mL). The combined organic extracts were washed with brine (300 mL) then dried over sodium sulfate, filtered, and concentrated in vacuo to afford the carboxylic acid, which was used without further purification.

1. customthe methanol and THF were removed under reduced pressure
2. additionTo the aqueous mixture was added 250 mL of 1N hydrochloric acid
3. extractionthe mixture was extracted with ethyl acetate (3×300 mL)
4. washThe combined organic extracts were washed with brine (300 mL)
5. dry with materialthen dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo

ORD-Eintrag

ord-247ae6194b9c4fe7959dfd398c4158da

Quelldatensatz

uspto-grants-2007_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07309714B2