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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1160255Erstellt: 23. Oktober 2026

Acetic Acid → HCID 178516684, Verbindung

https://huagongshe.com/de/reaction/1160255

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt(R)-4-((R)-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-benzyloxy-2,6-dichloro-benzyl)-4-oxo-butyraldehydeHCID 59515429—
EduktHCID 178511715HCID 178511715—
Lösungsmittel1,2-DichloroethaneHCID 11—
ProduktHCID 178516684HCID 178516684—

Reaktionsschritte

Mix (R)-4-((R)-4-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-benzyloxy-2,6-dichloro-benzyl)-4-oxo-butyraldehyde (Preparation 10) (3.054 g, 5.8 mmol), trans-4-amino-cyclohexanol (1.35, 11.6 mmol), NaBH(OAc)3 (5.18 g, 23.21 mmol) and acetic acid (0.63 mL, 11.2 mmol) in 50 mL of 1,2-dichloroethane. Stir for 12 hours at room temperature. Quench with saturated solution of NaHCO3 and extract with ethyl acetate. Wash the extract with brine. Dry over magnesium sulfate, filter, and concentrate. After flash column chromatography receive 1.39 g (54%) of the title compound: Mass spectrum (apci) m/z=448 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07816349B2
Quelldatensatzuspto-grants-2010_10
ORD IDord-da756b63c838490588894d2604175168
Quellennotizuspto-grants-2010_10