Diisopropylethylamine → HCID 86687339, compound

Participants

Reaction Steps

To the stirred solution 1.7 gm (0.00380 moles) of 3-[2-Amino-2-(5-hydroxy-adamantan-2-yl)-acetyl]-3-aza-bicyclo[3.1.0]hexane-2-carboxylic acid amide trifluoro acetic acid of formula 35 and 1.19 gm (0.00380 moles) of 1-(2-tert-Butoxycarbonylamino-3-methyl-butyryl)-pyrrolidine-2-carboxylic acid (Formula 26) in THF was added into HoBT (0.6 gm) and DIPEA (1.3 ml) at room temperature and stirred for 10 minutes. To this stirred solution EDC.HCl (0.94 gm) and DIPEA (1.10 ml) were added at 0° C. and the reaction mixture was stirred over night at room temperature. THF was evaporated and residue was taken into EtOAC. The EtOAC layer was washed with 1N HCl and aq. NaHCO3 solution, dried and concentrated in vacuum to get crude product. The crude product was purified by silica gel column chromatography to get pure (1-{2-[2-(2-Carbamoyl-3-aza-bicyclo[3.1.0]hex-3-yl)-1-(5-hydroxy-adamantan-2-yl)-2-oxo-ethylcarbamoyl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid tert-butyl ester (Formula 36). (Yield: 1.7 gm)

Provenance & Evidence