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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450982Generated: October 29, 2026

Cesium carbonate → HCID 59532375, compound

https://huagongshe.com/reaction/450982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantHCID 59532386HCID 59532386—
CatalystHCID 178418476HCID 178418476—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59532375HCID 5953237573%

Reaction Steps

Pd(PPh3)2Cl2 (100 mg) was added to the solution of (R)-6-allyl-3-((S)-1-(4-bromophenyl)ethyl)-6-(thiophen-2-yl)-1,3-oxazinan-2-one (1.0 g, 2.5 mmol), 4-fluorophenylboronic acid (420 mg, 3.0 mmol) in 1,4-dioxane. Cs2CO3 (5 mL) was slowly added. The mixture was heated to reflux for 2 h. The mixture was quenched with water and separated, extracted with EtOAc twice, dried over anhydrous Na2SO4 and concentrated to afford the residue, which was purified by TLC to give (R)-6-allyl-3-((S)-1-(4′-fluorobiphenyl-4-yl)ethyl)-6-(thiophen-2-yl)-1,3-oxazinan-2-one (768 mg, 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487094B2
Source datasetuspto-grants-2013_07
ORD IDord-e3ed83bce9794956aa7af4997458c97e
Source noteuspto-grants-2013_07