biostudies-otherBrockway AJNIAID NIH HHS2065-2068https://www.ebi.ac.uk/biostudies/studies/S-EPMC4966539An improved synthesis of MDL 73811 - a potent AdoMetDC (S-adenosylmethionine decarboxylease) inhibitor and anti-trypanosomal compound with in vivo activity has been completed in four steps from commercially available 2',3'-O-isopropylideneadenosine. Utilization of Mitsunobu chemistry was crucial for the reliable and scalable introduction of the 5'-methylamine moiety, which was problematic using traditional activation/displacement chemistry as previously reported. All reactions in this synthesis were run on gram-scale resulting in a five-fold increase in yield over the original synthesis.biostudies-otherEurope PMCUnknown48(13)SynthesisPMC4966539R01 AI090599Phillips MABrockway AJDe Brabander JKVolkov OACosner CCfalseImproved Synthesis of MDL 73811 - a Potent AdoMetDC Inhibitor and Anti-Trypanosomal Compound.An improved synthesis of MDL 73811 - a potent AdoMetDC (S-adenosylmethionine decarboxylease) inhibitor and anti-trypanosomal compound with in vivo activity has been completed in four steps from commercially available 2',3'-O-isopropylideneadenosine. Utilization of Mitsunobu chemistry was crucial for the reliable and scalable introduction of the 5'-methylamine moiety, which was problematic using traditional activation/displacement chemistry as previously reported. All reactions in this synthesis were run on gram-scale resulting in a five-fold increase in yield over the original synthesis.2016-01-01T00:00:00Z2016 Jul2019-03-27T02:19:29Z2019-03-27T02:19:29ZS-EPMC49665392748212310.1055/s-0035-1561608