Diisopropylethylamine → HCID 90040531, compound

Participants

Reaction Steps

To a solution of (S)-2-((S)-2-amino-3-methyl-butyryl)-1,2,3,4-tetrahydro-isoquinoline-1-carboxylic acid (2-chloro-6-fluoro-phenyl)-amide trifluoroacetate (48 mg, 92.7 μmol, Eq: 1.00), (S)-2-(tert-butoxycarbonylamino)propanoic acid (17.5 mg, 92.7 μmol, Eq: 1.00), HATU (38.8 mg, 102 μmol, Eq: 1.1) in DMF (300 μL) at 0° C. was added DIEA (35.9 mg, 48.6 μL, 278 μmol, Eq: 3). The reaction was stirred at RT for 1 h, diluted with water and extracted with EtOAc. The combined organics were washed with water, brine, dried with MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography to give ((S)-1-{(S)-1-[(S)-1-(2-chloro-6-fluoro-phenylcarbamoyl)-3,4-dihydro-1H-isoquinoline-2-carbonyl]-2-methyl-propylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester (36 mg) as a white foam.

Provenance & Evidence