HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394298Generated: October 25, 2026
Triphenylphosphine → HCID 68616084, compound
https://huagongshe.com/reaction/394298
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 4-(Propan-2-yl)benzene-1-carbothioamide | HCID 2078831 | — |
| Reactant | Methyl 4-bromo-3-oxopentanoate | HCID 9815681 | — |
| Reactant | 2-[2-(4-Isopropyl-phenyl)-5-methyl-thiazol-4-yl]-ethanol | HCID 22647440 | — |
| Reactant | [Rac]-2-ethoxy-3-(4-hydroxy-3,5-dimethyl-phenyl)-propionic acid ethyl ester | HCID 68617953 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68616084 | HCID 68616084 | — |
Reaction Steps
In analogy to the procedure described in example 1 d], [rac]-2-ethoxy-3-(4-hydroxy-3,5-dimethyl-phenyl)-propionic acid ethyl ester (example 45 a]) was reacted with 2-[2-(4-isopropyl-phenyl)-5-methyl-thiazol-4-yl]-ethanol (prepared from [rac]-4-bromo-3-oxo-pentanoic acid methyl ester [PCT Int. Appl. (2001), WO 01/79202) and 4-isopropyl-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-(4-{2-[2-(4-isopropyl-phenyl)-5-methyl-thiazol-4-yl]-ethoxy}-3,5-dimethyl-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-(4-{2-[2-(4-isopropyl-phenyl)-5-methyl-thiazol-4-yl]-ethoxy}-3,5-dimethyl-phenyl)-propionic acid as yellow amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06809110B2 |
|---|
| Source dataset | uspto-grants-2004_10 |
|---|
| ORD ID | ord-0221a76a6bd6432e90a35b9d1fe86136 |
|---|
| Source note | uspto-grants-2004_10 |
|---|