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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 394315Erstellt: 24. Oktober 2026

Triphenylphosphine → [Rac]-3-(3-fluoro-4-{2-[2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-ethoxy}-phenyl)-2-isopropoxy-propionic acid ethyl ester

https://huagongshe.com/de/reaction/394315

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukt4-(Chloromethyl)-2-[4-(trifluoromethyl)phenyl]-1,3-thiazoleHCID 2736625—
Edukt2-[2-(4-Trifluoromethyl-phenyl)-thiazol-4-yl]-ethanolHCID 10612285—
Edukt[Rac]-3-(3-fluoro-4-hydroxy-phenyl)-2-isopropoxy-propionic acid ethyl esterHCID 68616202—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt[Rac]-3-(3-fluoro-4-{2-[2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-ethoxy}-phenyl)-2-isopropoxy-propionic acid ethyl esterHCID 68616676—

Reaktionsschritte

In analogy to the procedure described in example 1 d], [rac]-3-(3-fluoro-4-hydroxy-phenyl)-2-isopropoxy-propionic acid ethyl ester [example 54 c]) was reacted with 2-[2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-ethanol (prepared from 4-chloromethyl-2-(4-trifluoromethyl-phenyl)-thiazole (example 18 a]and 4 a]) in analogy to the sequence described in examples 13 a] to 13 d]) in tetrahydrofuran in the presence of triphenylphosphine and DEAD (diethyl azodicarboxylate) to yield [rac]-3-(3-fluoro-4-{2-[2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-ethoxy}-phenyl)-2-isopropoxy-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 4 e], to yield [rac]-3-(3-fluoro-4-{2-[2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-ethoxy}-phenyl)-2-isopropoxy-propionic acid as colorless solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06809110B2
Quelldatensatzuspto-grants-2004_10
ORD IDord-d3bba6d7669c4a46a6ae9add48d600e5
Quellennotizuspto-grants-2004_10