HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → [Rac]-2-ethoxy-3-{3-fluoro-4-[3-(2-phenyl-thiazol-4-yl)-propoxy]-phenyl}-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 3-(2-Phenyl-thiazol-4-yl)-propan-1-ol | HCID 22647495 | — |
| Reactant | [Rac]-2-ethoxy-3-(3-fluoro-4-hydroxy-phenyl)-propionic acid ethyl ester | HCID 68618019 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [Rac]-2-ethoxy-3-{3-fluoro-4-[3-(2-phenyl-thiazol-4-yl)-propoxy]-phenyl}-propionic acid ethyl ester | HCID 68617998 | — |
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 3-(2-phenyl-thiazol-4-yl)-propan-1-ol in tetrahydrofuran in the presence of triphenylphosphine and DEAD (diethyl azodicarboxylate) to yield [rac]-2-ethoxy-3-{3-fluoro-4-[3-(2-phenyl-thiazol-4-yl)-propoxy]-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-[3-(2-phenyl-thiazol-4-yl)-propoxy]-phenyl}-propionic acid as a colorless gum.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809110B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-1931ec9b7dde4fa6bd9521b8a5014b4d |
| Source note | uspto-grants-2004_10 |