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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Edukt | 4-(Chloromethyl)-2-[4-(trifluoromethyl)phenyl]-1,3-thiazole | HCID 2736625 | — |
| Edukt | 2-[2-(4-Trifluoromethyl-phenyl)-thiazol-4-yl]-ethanol | HCID 10612285 | — |
| Edukt | [Rac]-3-(3-fluoro-4-hydroxy-phenyl)-2-isopropoxy-propionic acid ethyl ester | HCID 68616202 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | [Rac]-3-(3-fluoro-4-{2-[2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-ethoxy}-phenyl)-2-isopropoxy-propionic acid ethyl ester | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06809110B2 |
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| Quelldatensatz | uspto-grants-2004_10 |
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| ORD ID | ord-d3bba6d7669c4a46a6ae9add48d600e5 |
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| Quellennotiz | uspto-grants-2004_10 |
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