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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1418788Erstellt: 26. Oktober 2026

Acetic Acid → N-Benzyloxycarbonyl-2-amino-2-[4-(1,4,7-trioxaoctyl)benzyl]-ethanol

https://huagongshe.com/reaction/1418788

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktMethanolHCID 887—
EduktSodium borohydrideHCID 4311764—
EduktN-benzyloxycarbonyl-3-[4-(1,4,7-trioxaoctyl)-phenyl]-alanine-methyl esterHCID 22940770—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Lösungsmitteltert-Butyl methyl etherHCID 15413—
ProduktN-Benzyloxycarbonyl-2-amino-2-[4-(1,4,7-trioxaoctyl)benzyl]-ethanolHCID 67688276—

Reaktionsschritte

7.35 g (17 mmol) of N-benzyloxycarbonyl-3-[4-(1,4,7-trioxaoctyl)-phenyl]-alanine-methyl ester (Example a) is dissolved in 35 ml of tert-butyl methyl ether and mixed with 0.9 g (23.8 mmol) of sodium borohydride. At 5° C., 10 ml of methanol is added, and it is stirred for four hours under argon at constant temperature. Then, 1.5 ml of acetic acid, dissolved in 5 ml of tetrahydrofuran, is added, mixed with 5 ml of water and stirred for ten minutes at room temperature. The organic phase is separated, washed with water and dried on sodium sulfate. The drying agent is suctioned off, the filtrate is concentrated by evaporation and the residue is chromatographed for purification on silica gel.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05885548
Quelldatensatzuspto-grants-1999_03
ORD IDord-626cfba3432b454c9bf76f30c2a8a096
Quellennotizuspto-grants-1999_03