HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 394304Erstellt: 23. Oktober 2026
Triphenylphosphine → [Rac]-3-{4-[2-(2-benzo[1,3]dioxol-5-yl-5-methyl-thiazol-4-yl)-ethoxy]-3-fluoro-phenyl)-2-ethoxy-propionic acid ethyl ester
https://huagongshe.com/de/reaction/394304
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Edukt | 2H-1,3-benzodioxole-5-carbothioamide | HCID 2776126 | — |
| Edukt | Methyl 4-bromo-3-oxopentanoate | HCID 9815681 | — |
| Edukt | 2-(2-Benzo[1,3]dioxol-5-yl-5-methyl-thiazol-4-yl)-ethanol | HCID 22647450 | — |
| Edukt | [Rac]-2-ethoxy-3-(3-fluoro-4-hydroxy-phenyl)-propionic acid ethyl ester | HCID 68618019 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | [Rac]-3-{4-[2-(2-benzo[1,3]dioxol-5-yl-5-methyl-thiazol-4-yl)-ethoxy]-3-fluoro-phenyl)-2-ethoxy-propionic acid ethyl ester | HCID 68616319 | — |
Reaktionsschritte
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-(2-benzo[1,3]dioxol-5-yl-5-methyl-thiazol-4-yl)-ethanol (prepared from [rac]-4-bromo-3-oxo-pentanoic acid methyl ester [PCT Int. Appl. (2001), WO 01/792023 and benzo[1,3]dioxole-5-carbothioic acid amide 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]-3-{4-[2-(2-benzo[1,3]dioxol-5-yl-5-methyl-thiazol-4-yl)-ethoxy]-3-fluoro-phenyl)-2-ethoxy-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 4 e], to yield [rac]-3-{4-[2-(2-benzo[1,3]dioxol-5-yl-5-methyl-thiazol-4-yl)-ethoxy]-3-fluoro-phenyl}-2-ethoxy-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-d1f80b95aac74c53ac5ab788880095e2 |
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| Quellennotiz | uspto-grants-2004_10 |
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