Berotralstat Chemische Eigenschaften,Einsatz,Produktion Methoden
Beschreibung
Berotralstat (BCX7353, discovered by BioCryst Pharmaceuticals using a structure-guided drug design strategy) is a synthetic plasma kallikrein inhibitor that is potent and highly selective over other structurally related serine proteases.
Synthese
Berotralstat (BCX-7353) can be prepared by Grignard reaction of magnesium [3-[bis(trimethylsilyl) amino]-4-fluorophenyl](bromido)magnesium with 3-formylbenzonitrile in THF to give secondary alcohol , which is condensed with Boc-protected acid in the presence of PyBrop and DIEA in DMF to yield the corre sponding amide. Chlorination of alcohol with SOCl2 in CH2Cl2, followed by condensation with cyclopropylmethan amine in acetonitrile at 70 °C affords secondary amine, which is N-deprotected with HCl in dioxane to yield racemic berotralstat. Resolution of racemate by preparative SFC gives (R)-berotralstat.
Berotralstat Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
