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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2037482Generated: October 30, 2026

(R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(3-hydroxypropyl)-6-phenyl-1,3-oxazinan-2-one → HCID 58109311, compound

https://huagongshe.com/reaction/2037482

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(3-hydroxypropyl)-6-phenyl-1,3-oxazinan-2-oneHCID 59532368—
CatalystHCID 178418476HCID 178418476—
SolventMethanolHCID 887—
ProductHCID 58109311HCID 58109311158.9%

Reaction Steps

A mixture of (R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(3-hydroxypropyl)-6-phenyl-1,3-oxazinan-2-one (80 mg, 0.19 mmol), Pd(PPh3)2Cl2 (14 mg, 0.02 mmol) and TEA (38 mg, 0.38 mmol) in methanol (10 mL) was stirred in a sealed tube under 50 Psi carbon monoxide atmosphere at 80° C. overnight. The mixture was filtered, and the filtrate was concentrated to give the crude product, which was purified by preparative TLC to give methyl 4-((S)-1-((R)-6-(3-hydroxypropyl)-2-oxo-6-phenyl-1,3-oxazinan-3-yl)ethyl)benzoate (60 mg, crude).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575156B2
Source datasetuspto-grants-2013_11
ORD IDord-33890dcebd044044b5e75529a4c5f06c
Source noteuspto-grants-2013_11