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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 885361Generated: October 31, 2026

1,4-Dioxane → {3-[2-((4S,5R)-4-Methyl-2-oxo-5-phenyl-oxazolidin-3-ylmethyl)-4-trifluoromethyl-phenoxy]-phenyl}-acetic acid

https://huagongshe.com/reaction/885361

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantDiisopropylethylamineHCID 81531—
Reactant(3-{2-[((1S,2R)-2-Hydroxy-1-methyl-2-phenyl-ethylamino)-methyl]-4-trifluoromethyl-phenoxy}-phenyl)-acetic acidHCID 58237447—
Product{3-[2-((4S,5R)-4-Methyl-2-oxo-5-phenyl-oxazolidin-3-ylmethyl)-4-trifluoromethyl-phenoxy]-phenyl}-acetic acidHCID 44187170—

Reaction Conditions

Temperature80 °C

Reaction Steps

(3-{2-[((1S,2R)-2-Hydroxy-1-methyl-2-phenyl-ethylamino)-methyl]-4-trifluoromethyl-phenoxy}-phenyl)-acetic acid (0.15 g, 0.33 mmol), N,N′-carbonyldiimidazole (0.065 g, 0.4 mmol), and diisopropylethylamine (1 mL) were combined in 1,4-dioxane (5 mL) and stirred at 80° C. overnight. After work-up, the crude material was purified by preparative HPLC to give the desired product (0.04 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242145B2
Source datasetuspto-grants-2012_08
ORD IDord-be149f786bd94b64b99bb42af41614ef
Source noteuspto-grants-2012_08