HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → (S)-N-[2-(acetylthio)-1-oxo-3-phenylpropyl]-L-leucine, 1,1-dimethylethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | tert-butyl (2S)-2-amino-4-methylpentanoate | HCID 7022311 | — |
| Reactant | (S)-2-acetylthio-3-phenylpropanoic acid | HCID 10176891 | — |
| Reactant | HCID 178526939 | HCID 178526939 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (S)-N-[2-(acetylthio)-1-oxo-3-phenylpropyl]-L-leucine, 1,1-dimethylethyl ester | HCID 57146369 | — |
Reaction Steps
This salt is converted to the free acid. Dicyclohexylcarbodiimide in tetrahydrofuran is added to a solution of (S)-2-acetylthio-3-phenylpropionic acid, (L)-leucine, 1,1-dimethylethyl ester, and hydroxybenzotriazole hydrate in tetrahydrofuran at -8° and the reaction mixture is stirred overnight warming to room temperature, and is then worked up according to the procedure of Example 37 to yield (S)-N-[2-(acetylthio)-1-oxo-3-phenylpropyl]-L-leucine, 1,1-dimethylethyl ester as a clear, light yellow, viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05496805 |
| Source dataset | uspto-grants-1996_03 |
| ORD ID | ord-03e7b494a8c846a99bdc2b5b95440cd0 |
| Source note | uspto-grants-1996_03 |