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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394313Generated: October 27, 2026

Triphenylphosphine → HCID 68617944, compound

https://huagongshe.com/reaction/394313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant4-(Trifluoromethoxy)thiobenzamideHCID 2779333—
ReactantMethyl 4-bromo-3-oxopentanoateHCID 9815681—
ReactantHCID 22647499HCID 22647499—
Reactant[Rac]-2-ethoxy-3-(3-fluoro-4-hydroxy-phenyl)-propionic acid ethyl esterHCID 68618019—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68617944HCID 68617944—

Reaction Steps

In analogy to the procedure described in example 1 d], [rac]-2-ethoxy-3-(3-fluoro-4-hydroxy-phenyl)-propionic acid ethyl ester (example 7 a]) was reacted with 2-[5-methyl-2-(4-trifluoromethoxy-phenyl)-thiazol-4-yl]-ethanol (prepared from [rac]-4-bromo-3-oxo-pentanoic acid methyl ester [PCT Int. Appl. (2001), WO 01/79202] and 4-trifluoromethoxy-thiobenzamide in analogy to the procedures described in examples 12 a] and 12 b]) in tetrahydrofuran in the presence of triphenylphosphine and DEAD (diethyl azodicarboxylate) to yield [rac]-2-ethoxy-3-(3-fluoro-4-{2-[5-methyl-2-(4-trifluoromethoxy-phenyl)-thiazol-4-yl]-ethoxy}-phenyl)-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 4 e], to yield [rac]-2-ethoxy-3-(3-fluoro-4-{2-[5-methyl-2-(4-trifluoromethoxy-phenyl)-thiazol-4-yl]-ethoxy}-phenyl)-propionic acid as colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809110B2
Source datasetuspto-grants-2004_10
ORD IDord-c19381fcbdc545ce932d6e2fb2ad0bc2
Source noteuspto-grants-2004_10