6533b836fe1ef96bd12a1560
RESEARCH PRODUCT
A practical entry to β-aryl-β-alkyl amino alcohols: application to the synthesis of a potent BACE1 inhibitor
Oscar DelgadoAndrés A. TrabancoMichiel Van GoolSantos FusteroAntonio Monteagudosubject
chemistry.chemical_classificationChemistryArylOrganic ChemistrySubstituentAmino AlcoholsBiochemistrychemistry.chemical_compoundAlzheimer DiseaseReagentPresent methodNitrilesAspartic Acid EndopeptidasesHumansOrganic chemistryIminesAmyloid Precursor Protein SecretasesEnzyme InhibitorsPhysical and Theoretical ChemistryAlkyldescription
The 1,2-addition of alkyl Grignard reagents to readily available N-tert-butanesulfinyl ketimines, bearing an α-silyloxy substituent, proceeds in high yields and excellent diastereocontrol. The utility of the present method was demonstrated by the synthesis, in enantiomerically pure form, of one recently disclosed β-secretase (BACE1) inhibitor.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2012-07-20 | Organic & Biomolecular Chemistry |