1,2-Dichloroethane → HCID 23382086, compound

Participants

Reaction Steps

1.60 g (9.16 mmol) of N-methoxycarbonyl-(L)-valine, 3.29 g (17.16 mmol) of EDC and 1.54 g (11.4 mmol) of HOBT are dissolved, under a N2 atmosphere, in 49 ml of DMF. After 20 min at RT, 4.8 ml (34.4 mmol) of triethylamine are added. 2.77 g (5.7 mmol) of 1-[p-(4-methylpiperazin-1-yl)phenyl]-4(S)-hydroxy-2-(tert-butyloxycarbonyl)amino-5(S)-amino-6-phenyl-2-azahexane in 24 ml of DMF are then added and the whole is thoroughly stirred overnight. The reaction mixture is evaporated under HV and the residue is dissolved in methylene chloride and a little methanol; this solution is then washed with sat. NaHCO3 solution, water and brine. The aqueous phases are extracted twice with methylene chloride. The combined organic phases are dried (Na2SO4) and concentrated by evaporation. Precipitating with DIPE from a concentrated solution in boiling methylene chloride results in the title compound:

Provenance & Evidence