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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 29744Erstellt: 25. Oktober 2026

Lithium Hydroxide → 2-[(1-Benzyloxycarbonylamino-2-methyl-propyl)-hydroxy-phosphinoyloxy]-5-tert-butoxycarbonylamino-pentanoic acid

https://huagongshe.com/reaction/29744

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLithium HydroxideHCID 3939—
Edukt2-[(1-Benzyloxycarbonylamino-2-methylpropyl)-methoxy-phosphinoyloxy]-5-tert-butoxycarbonylamino-pentanoic acid methyl esterHCID 54392018—
LösungsmittelAcetonitrileHCID 6342—
Produkt2-[(1-Benzyloxycarbonylamino-2-methyl-propyl)-hydroxy-phosphinoyloxy]-5-tert-butoxycarbonylamino-pentanoic acidHCID 17904703102,3%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

1 M LiOH (5 mL) was added to a solution of 2-[(1-benzyloxycarbonylamino-2-methylpropyl)-methoxy-phosphinoyloxy]-5-tert-butoxycarbonylamino-pentanoic acid methyl ester (187 mg, 0.35 mmol) in acetonitrile (5 mL). The mixture was stirred at 50° C. over night and concentrated under reduced pressure. The crude product was purified using chromathography (iPrOH/conc. aq. NH3/H2O, 4:2:1) to yield 2-[(1-benzyloxycarbonylamino-2-methyl-propyl)-hydroxy-phosphinoyloxy]-5-tert-butoxycarbonylamino-pentanoic acid (180 mg, 100%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07423012B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-b1dee656e0d746948a97118af01a44d1
Quellennotizuspto-grants-2008_09