title: High yield selective acylation of polyamines: proton as protecting group.
abstract: An advance in the selective acylation of polyamines having identical or similar amine functions is reported. While nucleophilicity differences between the various amine functions are slight, the corresponding conjugate acids exhibit pKa values over a significant range. We have used proton as polyamine protecting group: the monoamine resulting from single deprotonation of a polyammonium compound has allowed for high yields of selective acylation.
authors.affiliation: Department of Chemistry & Biochemistry, California State University, Los Angeles, California 90032-8202, USA.
authors.forename: Asmik
authors.initials: A
authors.lastname: Oganesyan
authors.forename: Iris A
authors.initials: IA
authors.lastname: Cruz
authors.forename: Roberto B
authors.initials: RB
authors.lastname: Amador
authors.forename: Nohemy A
authors.initials: NA
authors.lastname: Sorto
authors.forename: Jose
authors.initials: J
authors.lastname: Lozano
authors.forename: Carlos E
authors.initials: CE
authors.lastname: Godinez
authors.forename: Jaime
authors.initials: J
authors.lastname: Anguiano
authors.forename: Heather
authors.initials: H
authors.lastname: Pace
authors.forename: Ghiwa
authors.initials: G
authors.lastname: Sabih
authors.forename: Carlos G
authors.initials: CG
authors.lastname: Gutierrez
mesh_terms: D000215:Acylation; D008968:Molecular Conformation; D011073:Polyamines / Q000138:chemical synthesis* / Q000737:chemistry; D011522:Protons; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D011073:Polyamines; D011522:Protons; D000644:Quaternary Ammonium Compounds