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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394775Generated: October 27, 2026

Potassium Iodide → (S)-3-{4-[2-(3-chloro-phenyl)-5-methyl-oxazol-4-ylmethoxy]-2,6-dimethyl-phenyl}-2-ethoxy-propionic acid methyl ester

https://huagongshe.com/reaction/1394775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium IodideHCID 4875—
ReactantCesium carbonateHCID 10796—
Reactant3-ChlorobenzaldehydeHCID 11477—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant4-(Chloromethyl)-2-(3-chlorophenyl)-5-methyloxazoleHCID 12158074—
Reactant(2S)-2-ethoxy-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionic acid methyl esterHCID 68616541—
Product(S)-3-{4-[2-(3-chloro-phenyl)-5-methyl-oxazol-4-ylmethoxy]-2,6-dimethyl-phenyl}-2-ethoxy-propionic acid methyl esterHCID 69284039—

Reaction Steps

In analogy to the procedure described in example 1 f], (2S)-2-ethoxy-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionic acid methyl ester (example 29 e]) was reacted with 4-chloromethyl-2-(3-chloro-phenyl)-5-methyl-oxazole (prepared from 3-chloro-benzaldehyde and diacetyl monoxyme followed by treatment with POCl3 in analogy to the procedures described in examples 5 a] and 2 b]) in the presence of cesium carbonate and potassium iodide to yield (S)-3-{4-[2-(3-chloro-phenyl)-5-methyl-oxazol-4-ylmethoxy]-2,6-dimethyl-phenyl}-2-ethoxy-propionic acid methyl ester as colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348349B2
Source datasetuspto-grants-2008_03
ORD IDord-b4fcb611c20c4905bf5769f12d1c1a80
Source noteuspto-grants-2008_03