HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S)-2-(((tert-butoxy)carbonyl)amino)-4,4,4-trifluoro-3-(trifluoromethyl)butanoic acid → 1-(S)-[N'-(Hexafluorovalinyl)-L-alaninyl]-amino-3-methyl-4,5,6,7-tetrahydro-2H-3-benzazepin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S)-2-(((tert-butoxy)carbonyl)amino)-4,4,4-trifluoro-3-(trifluoromethyl)butanoic acid | HCID 26599218 | — |
| Reactant | 1-(S)-[L-alaninyl]-amino-3-methyl-4,5,6,7-tetrahydro-2H-3-benzazepin-2-one hydrochloride | HCID 69736556 | — |
| Product | 1-(S)-[N'-(Hexafluorovalinyl)-L-alaninyl]-amino-3-methyl-4,5,6,7-tetrahydro-2H-3-benzazepin-2-one | HCID 131723901 | — |
Reaction Steps
Following General Procedure D above using 1-(S)-[L-alaninyl]-amino-3-methyl-4,5,6,7-tetrahydro-2H-3-benzazepin-2-one hydrochloride (Example 7-30, below) and N-Boc-hexafluorovaline (Aldrich), the protected intermediate was prepared. The Boc-group was removed using 5.0 M HCl in dioxane and the resulting free-base purified by chromatography CHCl3/MeOH (95:5) yielding the title compound as a mixture of diastereomers.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06569851B1 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-4729e381564d4120840324246062c76b |
| Source note | uspto-grants-2003_05 |