HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → [Rac]-2-ethoxy-3-{4-[2-(5-methyl-2-phenyl-thiazol-4-yl)-ethoxy]-naphthalen-1-yl}-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 2-(5-Methyl-2-phenyl-1,3-thiazol-4-yl)ethan-1-ol | HCID 2760018 | — |
| Reactant | [Rac]-2-ethoxy-3-(4-hydroxy-naphthalen-1-yl)-propionic acid ethyl ester | HCID 68616503 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [Rac]-2-ethoxy-3-{4-[2-(5-methyl-2-phenyl-thiazol-4-yl)-ethoxy]-naphthalen-1-yl}-propionic acid ethyl ester | HCID 68617842 | — |
Reaction Steps
In analogy to the procedure described in example 1 d], [rac]-2-ethoxy-3-(4-hydroxy-naphthalen-1-yl)-propionic acid ethyl ester was reacted with 2-(5-methyl-2-phenyl-thiazol-4-yl)-ethanol [PCT Int. Appl. (2002), WO 02/18355 A1] in tetrahydrofuran in the presence of triphenylphosphine and DIAD (diisopropyl azodicarboxylate) to yield [rac]-2-ethoxy-3-{4-[2-(5-methyl-2-phenyl-thiazol-4-yl)-ethoxy]-naphthalen-1-yl}-propionic acid ethyl ester, which was further saponified in analogy to the procedure described in example 1 e], to yield [rac]-2-ethoxy-3-{4-[2-(5-methyl-2-phenyl-thiazol-4-yl)-ethoxy]-naphthalen-1-yl}-propionic acid as colorless amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809110B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-5b6397ab397c4cc59501b8d75b18cc2b |
| Source note | uspto-grants-2004_10 |