Sodium Thiosulfate → HCID 25124718, compound

Participants

Reaction Steps

(5S,8S)-7-((S)-2-(2-cyclohexylacetamido)-3,3-dimethylbutanoyl)-N-((3S)-1-(cyclopropylamino)-2-hydroxy-1-oxohexan-3-yl)-2-oxo-3-phenyl-1-oxa-3,7-diazaspiro[4.4]nonane-8-carboxamide (I1) (20 mg, 30 μmol, 1 eq.) was diluted in DCM. Dess Martin reagent (38 mg, 90 μmol, 3 eq.) was added and the mixture was stirred for 3 hrs at room temp. Na2S2O3 (aq., 5 eq.) was added and the mixture was stirred for another 0.5 hrs. The product was extracted with DCM. Chromatography on the combined organic layers using hexanes and ethyl acetate gave 15.9 mg (24 mot) (5S,8S)-7-((S)-2-(2-cyclohexylacetamido)-3,3-dimethylbutanoyl)-N-((S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl)-2-oxo-3-phenyl-1-oxa-3,7-diazaspiro[4.4]nonane-8-carboxamide (compound no. 3). 1H NMR (300 MHz, CDCl3) 7.5 (d, 2H), 7.4-7.32 (m, 2H), 7.2-7.12 (m, 2H), 6.9 (m, 1H), 6.17 (d, 1H), 5.4-5.3 (m, 1H), 4.77 (t, 1H), 4.65 (d, 1H), 4.42 (d, 1H), 4.15-3.98 (m, 2H), 3.76 (d, 1H), 2.83-2.75 (m, 1H), 2.6 (m, 2H), 2.2-0.8 (m, 31H), 0.6 (m, 2H).

Provenance & Evidence