HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394313Generated: October 27, 2026
Triphenylphosphine → HCID 68617944, compound
https://huagongshe.com/reaction/394313
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 4-(Trifluoromethoxy)thiobenzamide | HCID 2779333 | — |
| Reactant | Methyl 4-bromo-3-oxopentanoate | HCID 9815681 | — |
| Reactant | HCID 22647499 | HCID 22647499 | — |
| Reactant | [Rac]-2-ethoxy-3-(3-fluoro-4-hydroxy-phenyl)-propionic acid ethyl ester | HCID 68618019 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68617944 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06809110B2 |
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| Source dataset | uspto-grants-2004_10 |
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| ORD ID | ord-c19381fcbdc545ce932d6e2fb2ad0bc2 |
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| Source note | uspto-grants-2004_10 |
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