HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 2-{2-[2-(1-Carboxy-3-methyl-butylcarbamoyl)-5-fluoro-phenyldisulfanyl]-4-fluorobenzoylamino}-4-methyl-pentanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Anisole | HCID 7519 | — |
| Reactant | 2-[2-[2-(1-tert-Butoxycarbonyl-3-methylbutylcarbamoyl)-5-fluoro-phenyldisulfanyl]-4-fluorobenzoylamino]-4-methyl-pentanoic acid tert-butyl ester | HCID 54256337 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-{2-[2-(1-Carboxy-3-methyl-butylcarbamoyl)-5-fluoro-phenyldisulfanyl]-4-fluorobenzoylamino}-4-methyl-pentanoic acid | HCID 76136146 | 62.5% |
Reaction Steps
This compound was prepared according to the procedure described in Example 50 using [S-(R*,R*)]-2-[2-[2-(1-tert-butoxycarbonyl-3-methyl-butylcarbamoyl)-5-fluoro-phenyldisulfanyl]-4-fluorobenzoylamino]-4-methyl-pentanoic acid tert-butyl ester (3.1 g, 4.5 mmol) from Example 27, 30 mL dichloromethane, 30 mL trifluoroacetic acid, and 3.0 mL anisole. The crude product was recrystallized from dimethylformamide/methanol/water to afford 1.6 g of the title compound, mp 261°-262° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05734081 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-0b2fa86f98d3442e988c60a6a17094fb |
| Source note | uspto-grants-1998_03 |