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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 406660Erstellt: 25. Oktober 2026

Cesium carbonate → (R)-6-allyl-3-((S)-1-(4-(6-aminopyridin-3-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-2-one

https://huagongshe.com/reaction/406660

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt(6-Aminopyridin-3-yl)boronic acidHCID 22396308—
Edukt(R)-6-allyl-3-((S)-1-(4-bromophenyl)ethyl)-6-phenyl-1,3-oxazinan-2-oneHCID 59532360—
KatalysatorHCID 178418476HCID 178418476—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt(R)-6-allyl-3-((S)-1-(4-(6-aminopyridin-3-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-2-oneHCID 5953238460%

Reaktionsschritte

A mixture of (R)-6-allyl-3-((S)-1-(4-bromophenyl)ethyl)-6-phenyl-1,3-oxazinan-2-one (150 mg, 0.375 mmol) and 6-aminopyridin-3-ylboronic acid (56 mg, 0.45 mmol), Pd(Ph3P)2Cl2 (15 mg), and aqueous Cs2CO3 solution (0.5 mL, 2 M) in 1,4-dioxane (10 mL) was stirred and heated to reflux for 2 h. The organic phase was separated, and concentrated to give the crude product, which was purified by preparative HPLC to give (R)-6-allyl-3-((S)-1-(4-(6-aminopyridin-3-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-2-one (90 mg, 60%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08754076B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-152da4d5706d484d9704b993a3622dc2
Quellennotizuspto-grants-2014_06