(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

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