HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394316Generated: October 25, 2026
Triphenylphosphine → HCID 68617741, compound
https://huagongshe.com/reaction/394316
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 3,5-Dimethoxythiobenzamide | HCID 2758491 | — |
| Reactant | Methyl 4-bromo-3-oxopentanoate | HCID 9815681 | — |
| Reactant | 2-[2-(3,5-Dimethoxy-phenyl)-5-methyl-thiazol-4-yl)-ethanol | HCID 22647453 | — |
| Reactant | [Rac]-2-ethoxy-3-(4-hydroxy-3-methoxy-phenyl)-propionic acid ethyl ester | HCID 22708420 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68617741 | HCID 68617741 | — |
Reaction Steps
In analogy to the procedure described in example 1 d], [rac]-2-ethoxy-3-(4-hydroxy-3-methoxy-phenyl)-propionic acid ethyl ester [example 48 a]) was reacted with 2-[2-(3,5-dimethoxy-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 3,5-dimethoxy-thiobenzamide [PCT Int. Appl. (1992), WO 92/09586 A1] 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-(3,4-dimethoxy-phenyl)-5-methyl-thiazol-4-yl]-ethoxy}-3-methoxy-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-(3,4-dimethoxy-phenyl)-5-methyl-thiazol-4-yl]-ethoxy}-3-methoxy-phenyl)-2-ethoxy-propionic acid as light yellow 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-846dca7dc7ef4e949c350cb1be9cfaf5 |
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| Source note | uspto-grants-2004_10 |
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