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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 22069Erstellt: 23. Oktober 2026

Hydrochloric Acid → (S)-2-[(phenylisopropyl)amino]adenosine

https://huagongshe.com/de/reaction/22069

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktSodium BicarbonateHCID 516892—
Edukt(R)-2-[(1-Phenylpropyl)amino]adenosineHCID 53927112—
Produkt(S)-2-[(phenylisopropyl)amino]adenosineHCID 67681966—

Reaktionsschritte

Treat the secondary amine (3) (0.46 g, 1.05 mmol) with 1M hydrochloric acid (40 ml) and heat the reaction to 45° C. for 15 minutes. Cool the reaction and pour into saturated sodium bicarbonate (300 ml). Extract the reaction with chloroform (3×150 ml). Combine the organic extracts, dry over anhydrous magnesium sulfate, filter, and concentrate under vacuum to provide the title compound (0.40 g) as the free base. Treat this with ethereal hydrogen chloride, filter, and dry the solid under high vacuum over phosphorous pentoxide. Recrystallize from 10% methanol/diethyl ether to provide, after drying under high vacuum over phosphorous pentoxide, the hydrochloride salt of the Formula I (184 mg), m.p. 155° C. dec.; [α]D20 =+9.75° (c=1.01, H2O).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05426101
Quelldatensatzuspto-grants-1995_06
ORD IDord-84b9773a3a7842ed89c5ed506153bd50
Quellennotizuspto-grants-1995_06