title: Synthesis of (S)-(+)-cericlamine through lipase-catalyzed aminolysis of azo acetates.
abstract: The kinetic enzymatic resolution of azo acetates via aminolysis with Candida antarctica lipase B has been investigated using benzylamine as amine component. The products obtained from this biotransformation in high enantiomeric purity can serve as valuable precursors for various amino alcohols, as exemplified by the synthesis of the serotonin reuptake inhibitor (S)-(+)-cericlamine.
authors.affiliation: Department für Chemie und Pharmazie, Pharmazeutische Chemie, Friedrich-Alexander Universität Erlangen-Nürnberg, Schuhstraße 19, 91052 Erlangen, Germany.
authors.forename: Agnes
authors.initials: A
authors.lastname: Prechter
authors.forename: Harald
authors.initials: H
authors.lastname: Gröger
authors.forename: Markus R
authors.initials: MR
authors.lastname: Heinrich
mesh_terms: D000085:Acetates / Q000737:chemistry*; D000588:Amines / Q000737:chemistry; D001391:Azo Compounds / Q000737:chemistry*; D055162:Biocatalysis; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D005656:Fungal Proteins / Q000378:metabolism*; D007700:Kinetics; D008049:Lipase / Q000378:metabolism*; D011412:Propanolamines / Q000138:chemical synthesis* / Q000737:chemistry; D017367:Selective Serotonin Reuptake Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000085:Acetates; D000588:Amines; D001391:Azo Compounds; D005656:Fungal Proteins; D008049:Lipase; D011412:Propanolamines; D017367:Selective Serotonin Reuptake Inhibitors; C431349:lipase B, Candida antarctica; C065524:cericlamine