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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1090558Erstellt: 26. Oktober 2026

Sodium Chloride → N-(tert-Butoxycarbonyl)-3,4-dibenzyloxyphenylalanine benzyl ester

https://huagongshe.com/reaction/1090558

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium ChlorideHCID 5234—
EduktBenzyl BromideHCID 7498—
EduktPotassium CarbonateHCID 11430—
EduktN-(tert-Buloxycarbonyl)-3,4-dihydroxy-L-phenylalanineHCID 14217229—
LösungsmittelDimethylformamideHCID 6228—
ProduktN-(tert-Butoxycarbonyl)-3,4-dibenzyloxyphenylalanine benzyl esterHCID 22976099148,8%

Reaktionsschritte

21.12 g of N-(tert-butoxycarbonyl) DOPA was dissolved in 200 ml of dimethylformamide, and after 50 g of benzyl bromide and 40 g of potassium carbonate were added, the mixture was stirred at a room temperature for 40 hours. After the addition of 400 ml of sodium chloride aqueous solution, the reaction mixture was extracted with 500 ml of ethyl acetate, and the extract was washed twice with saturated sodium chloride aqueous solution, dried over magnesium sulfate, filtered, and concentrated under a reduced pressure. To the resulting residue was added hexane to crystallize the title compound, which was then washed, filtered and dried to obtain 30.0 g of the colorless crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05081246
Quelldatensatzuspto-grants-1992_01
ORD IDord-50bc21331db2405ea641b77cf7744369
Quellennotizuspto-grants-1992_01