Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394388Generated: October 30, 2026

N,N,N',N'-Tetramethylazodicarboxamide → 2-Ethoxy-3-(2-methyl-4-{[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-phenyl-methoxy}-phenyl)-propionic acid ethyl ester

https://huagongshe.com/reaction/394388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N,N',N'-TetramethylazodicarboxamideHCID 4278—
ReactantTributylphosphineHCID 13831—
Reactant[Rac]-cyclopentyl-(4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-methanolHCID 22647598—
Reactant[Rac]-2-ethoxy-3-(4-hydroxy-2-methyl-phenyl)-propionic acid ethyl esterHCID 57792490—
Product2-Ethoxy-3-(2-methyl-4-{[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-phenyl-methoxy}-phenyl)-propionic acid ethyl esterHCID 68616165—

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 [rac]-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-phenyl-methanol [PCT Int. Appl. (2002), WO 02/062774 A1] in the presence of tributylphosphine and N,N,N′,N′-tetramethyl azodicarboxamide to yield 2-ethoxy-3-(2-methyl-4-{[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-phenyl-methoxy}-phenyl)-propionic acid ethyl ester as a mixture of two diastereomeric racemates as colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809110B2
Source datasetuspto-grants-2004_10
ORD IDord-5426c3be687a4d9fa90b0ee906ef3ca9
Source noteuspto-grants-2004_10