HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(3-Fluoro-4-methoxybenzoyl)propionic acid → 1-[3-Acetylthio-3-(3-fluoro-4-methoxybenzoyl)propionyl]-L-proline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(3-Fluoro-4-methoxybenzoyl)propionic acid | HCID 67671 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | Potassium ethanethioate | HCID 23670855 | — |
| Reactant | 1-[3-(3-fluoro-4-methoxybenzoyl)propionyl]-L-proline | HCID 53710093 | — |
| Solvent | Water ethanol | HCID 19096565 | — |
| Product | 1-[3-Acetylthio-3-(3-fluoro-4-methoxybenzoyl)propionyl]-L-proline | HCID 54010616 | — |
Reaction Steps
As described in Example 15, the preceding compound is converted to 3-(3-fluoro-4-methoxybenzoyl)propionic acid, hydroxysuccinimide ester and coupled to L-proline as in Example 16. The 1-[3-(3-fluoro-4-methoxybenzoyl)propionyl]-L-proline m.p. 180°-182° C. is brominated as in Example 20 and the product reacted with potassium thioacetate in ethanol-water as in Example 21 to give the product of the Example as a glass.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04226775 |
| Source dataset | uspto-grants-1980_10 |
| ORD ID | ord-e458afe9c42a43858523aac5a6e5d923 |
| Source note | uspto-grants-1980_10 |