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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394348Generated: October 25, 2026

N,N,N',N'-Tetramethylazodicarboxamide → [Rac]-3-{4-[2-(2,4-dichloro-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid ethyl ester

https://huagongshe.com/reaction/394348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N,N',N'-TetramethylazodicarboxamideHCID 4278—
ReactantEthyl 2-chloroacetoacetateHCID 11858—
ReactantTributylphosphineHCID 13831—
Reactant2,4-DichlorobenzenecarbothioamideHCID 2734822—
Reactant2-(2,4-Dichloro-phenyl)-5-methoxymethyl-4-methyl-thiazoleHCID 22647612—
Reactant[Rac]-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl esterHCID 57792490—
Product[Rac]-3-{4-[2-(2,4-dichloro-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid ethyl esterHCID 68617601—

Reaction Steps

In analogy to the procedure described in example 10 c], [rac]-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl ester (example 10 b]) was reacted with 2-(2,4-dichloro-phenyl)-5-methoxymethyl-4-methyl-thiazole (prepared from 2,4-dichloro-thiobenzamide and ethyl 2-chloro-acetoacetate in analogy to the procedures described in examples 33 a] and 33 b]) in the presence of tributylphosphine and N,N,N′,N′-tetramethyl azodicarboxamide to yield [rac]-3-{4-[2-(2,4-dichloro-phenyl)-4-methyl-thiazol-5-ylmethoxy]-2-methyl-phenyl}-2-ethoxy-propionic acid ethyl ester as colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809110B2
Source datasetuspto-grants-2004_10
ORD IDord-aed08a688fce4fbaa82b509456466145
Source noteuspto-grants-2004_10