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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1472753Erstellt: 25. Oktober 2026

Acetic Acid → HCID 71093441, Verbindung

https://huagongshe.com/reaction/1472753

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktTriethylamineHCID 8471—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt(R)-5-(2-Amino-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one hydrochlorideHCID 71093241—
EduktHCID 86676454HCID 86676454—
LösungsmittelMethanolHCID 887—
ProduktHCID 71093441HCID 71093441—

Reaktionsschritte

Triethylamine (90 μL, 0.65 mmol) was added to a solution of (1-(10-oxodecyl)piperidin-4-yl)methyl 2-cyclohexyl-2-hydroxy-2-phenylacetate (182 mg, 0.39 mmol) and (R)-5-(2-amino-1-hydroxyethyl)-8-hydroxyquinolin-2(1H)-one hydrochloride (100 mg, 0.39 mmol) in methanol (4 mL). The reaction mixture was stirred at RT for 1 hour. Sodium triacetoxyborohydride (154 mg, 0.73 mmol) followed by acetic acid (74 μL, 1.29 mmol) were added, and the reaction mixture stirred at RT for 72 hours. The reaction was quenched with water (500 μL) and evaporated under reduced pressure. The residue was dissolved in dimethyl sulfoxide and submitted to reverse phase preparative HPLC for final purification. The title compound was isolated (42.3 mg, 16%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09012644B2
Quelldatensatzuspto-grants-2015_04
ORD IDord-25b2b20d07e640af894bfb625f007d16
Quellennotizuspto-grants-2015_04