Methanol → (5S,8S)-3-(3-chlorophenyl)-7-((S)-2-(cyclopentyloxycarbonylamino)-3,3-dimethylbutanoyl)-2-oxo-1-oxa-3,7-diazaspiro[4.4]nonane-8-carboxylic acid

Participants

Reaction Steps

(5S,8S)-methyl-3-(3-chlorophenyl)-7-((S)-2-(cyclopentyloxycarbonylamino)-3,3-dimethylbutanoyl)-2-oxo-1-oxa-3,7-diazaspiro[4.4]nonane-8-carboxylate (C3) (22 mg, 41 μmol, 1 eq.) was diluted with dry THF (0.5 mL) then 1 M LiOH (82 μL, 82 μmol, 2 eq.) and MeOH (20 μL) was added. The reaction was stirred overnight at room temp. and concentrated to give 10 mg (19 μmol) of (5S,8S)-3-(3-chlorophenyl)-7-((S)-2-(cyclopentyloxycarbonylamino)-3,3-dimethylbutanoyl)-2-oxo-1-oxa-3,7-diazaspiro[4.4]nonane-8-carboxylic acid (D3). LC MS+: 522.35 at 3.14 min (10-90%, 3-5 min, Formic Acid).

Provenance & Evidence