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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1464215Erstellt: 26. Oktober 2026

Water → N-(Benzyloxycarbonyl)-L-aspartyl-L-phenylalanine methyl ester

https://huagongshe.com/reaction/1464215

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktMethyl L-phenylalaninate hydrochlorideHCID 75736—
EduktSodium AcetateHCID 517045—
Edukt(S)-Benzyl (tetrahydro-2,5-dioxo-3-furyl)carbamateHCID 11128682—
LösungsmittelAcetic AcidHCID 176—
ProduktN-(Benzyloxycarbonyl)-L-aspartyl-L-phenylalanine methyl esterHCID 1015963068,9%

Reaktionsschritte

In 75.3 g of acetic acid, 25.1 g (0.1 mole) of N-benzyloxycarbonyl-L-aspartic anhydride was suspended and 9.2 g (0.11 mole) of sodium acetate was added at 20°-25° C. with stirring. After cooling to 15°-20° C., 64.8 g of an acetic acid solution containing 21.6 g (0.1 mole) of L-phenylalanine methyl ester hydrochloride was added at the same temperature. The reaction was carried out for 2 hours with stirring at the same temperature. Thereafter 110.1 g of water was added at the same temperature and cooled to 0°-5° C. Precipitated crystals were filtered, washed and dried. Crystals of N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine methyl ester were obtained. The yield was 29.5 g (68.9% yield on L-phenylalanine methyl ester hydrochloride).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05302743
Quelldatensatzuspto-grants-1994_04
ORD IDord-d4aad907d2f04853b5823bdf25c252d7
Quellennotizuspto-grants-1994_04