HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394409Generated: October 26, 2026
Triphenylphosphine → [Rac]-2-ethoxy-3-(4-{2-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethoxy}-5,6,7,8-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester
https://huagongshe.com/reaction/394409
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Di-tert-butyl azodicarboxylate | HCID 97268 | — |
| Reactant | 2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-ethanol | HCID 22647490 | — |
| Reactant | [Rac]-2-ethoxy-3-(4-hydroxy-5,6,7,8-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester | HCID 68617427 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [Rac]-2-ethoxy-3-(4-{2-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethoxy}-5,6,7,8-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester | HCID 68617201 | — |
Reaction Steps
In analogy to the procedure described in example 1 d], [rac]-2-ethoxy-3-(4-hydroxy-5,6,7,8-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester (example 2 c]) was reacted with 2-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethanol [PCT Int. Appl. (2001), WO 01/00603 A1] in tetrahydrofuran in the presence of triphenylphosphine and DBAD (di-tert-butyl azodicarboxylate) to yield [rac]-2-ethoxy-3-(4-{2-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethoxy}-5,6,7,8-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester, which was further saponified in analogy to the procedure described in example 1 e], to yield [rac]-2-ethoxy-3-(4-{2-[4-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethoxy}-5,6,7,8-tetrahydro-naphthalen-1-yl)-propionic acid as colorless oil.
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-e22da669008c42d1881c2763617c7fa1 |
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| Source note | uspto-grants-2004_10 |
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