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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1065674Erstellt: 25. Oktober 2026

Hydrogen Sulfide → 2-Amino-5-benzyloxycarbonylamino-2-difluoromethylpentanoic acid

https://huagongshe.com/reaction/1065674

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrogen SulfideHCID 402—
EduktEflornithineHCID 3009—
EduktBenzyl chloroformateHCID 10387—
EduktOrnithine, 2-(difluoromethyl)-, hydrochloride, hydrate (1:1:1)HCID 441361—
KatalysatorCopper carbonateHCID 14452—
KatalysatorCopperHCID 23978—
LösungsmittelWaterHCID 962—
Produkt2-Amino-5-benzyloxycarbonylamino-2-difluoromethylpentanoic acidHCID 11220798—

Reaktionsschritte

To a solution of the copper salt of 2-difluoromethyl-2,5-diaminopentanoic acid in water, prepared by reacting 2-difluoromethyl-2,5-diaminopentanoic acid monohydrate hydrochloride (2.4 g) with copper carbonate (6 g), is added slowly at 0° C. with stirring 1.1 g of benzylchloroformate. The reaction mixture is stirred for an additional 3 hours at room temperature after which hydrogen sulfide is passed through the solution until it becomes colorless. The precipitate is filtered off, and the pH of the aqueous solution is adjusted to 6 by the addition of hydrochloric acid. Upon concentration 2-amino-5-benzyloxycarbonylamino-2-difluoromethylpentanoic acid is obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04330559
Quelldatensatzuspto-grants-1982_05
ORD IDord-5eaf275ac0be40639d3d9b29563d9686
Quellennotizuspto-grants-1982_05