Dimethylamine → HCID 58402898, compound

Participants

Reaction Steps

To ((S)-5-[(S)-2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-6-{(S)-2-[5-(4-fluoro-benzoyl)-pyridin-3-yl]-pyrrolidin-1-yl}-6-oxo-hexyl)-carbamic acid 9H-fluoren-9-ylmethyl ester (I-1c: 2.98 g, 3.7 mmol) was added 2M dimethylamine in THF (20 mL) and the mixture was stirred for 2 hours. The reaction mixture was concentrated in vacuo and purification was accomplished with semi-preparative reverse phase HPLC (300×50 mm) eluting w/10-60% acetonitrile/water over 45 minutes, followed by lyophilization of the desired fractions to provide [(S)-1-((S)-5-amino-1-{(S)-2-[5-(4-fluoro-benzoyl)-pyridin-3-yl]-pyrrolidine-1-carbonyl}-pentylcarbamoyl)-ethyl]-methyl-carbamic acid tert-butyl ester (1.5 g, 69% over 4 steps).

Provenance & Evidence