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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394409Generated: October 26, 2026

Triphenylphosphine → [Rac]-2-ethoxy-3-(4-{2-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethoxy}-5,6,7,8-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester

https://huagongshe.com/reaction/394409

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDi-tert-butyl azodicarboxylateHCID 97268—
Reactant2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-ethanolHCID 22647490—
Reactant[Rac]-2-ethoxy-3-(4-hydroxy-5,6,7,8-tetrahydro-naphthalen-1-yl)-propionic acid methyl esterHCID 68617427—
SolventTetrahydrofuranHCID 8028—
Product[Rac]-2-ethoxy-3-(4-{2-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethoxy}-5,6,7,8-tetrahydro-naphthalen-1-yl)-propionic acid methyl esterHCID 68617201—

Reaction Steps

In analogy to the procedure described in example 1 d], [rac]-2-ethoxy-3-(4-hydroxy-5,6,7,8-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester (example 2 c]) was reacted with 2-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethanol [PCT Int. Appl. (2001), WO 01/00603 A1] in tetrahydrofuran in the presence of triphenylphosphine and DBAD (di-tert-butyl azodicarboxylate) to yield [rac]-2-ethoxy-3-(4-{2-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethoxy}-5,6,7,8-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester, which was further saponified in analogy to the procedure described in example 1 e], to yield [rac]-2-ethoxy-3-(4-{2-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethoxy}-5,6,7,8-tetrahydro-naphthalen-1-yl)-propionic acid as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809110B2
Source datasetuspto-grants-2004_10
ORD IDord-e22da669008c42d1881c2763617c7fa1
Source noteuspto-grants-2004_10