title: Efficient and versatile COMU-mediated solid-phase submonomer synthesis of arylopeptoids (oligomeric N-substituted aminomethyl benzamides).
abstract: The development of a highly efficient methodology for solid-phase synthesis of para- and meta-arylopeptoids (oligomeric N-substituted aminomethyl benzamides) with free acids or free amides at the C-terminus is described. The arylopeptoids were synthesised by means of a convenient submonomer protocol in which the arylopeptoid residues were created in an iterative manner on the growing chain using an acylation-substitution cycle. The uronium salt COMU was found to be the most efficient reagent for ensuring fast and clean couplings of the benzoic acid building blocks.
authors.affiliation: Department of Basic Sciences and Environment, University of Copenhagen, Thorvaldsensvej 40, 1871 Frederiksberg C, Denmark. thhj@life.ku.dk
authors.forename: Thomas
authors.initials: T
authors.lastname: Hjelmgaard
authors.forename: Sophie
authors.initials: S
authors.lastname: Faure
authors.forename: Dan
authors.initials: D
authors.lastname: Staerk
authors.forename: Claude
authors.initials: C
authors.lastname: Taillefumier
authors.forename: John
authors.initials: J
authors.lastname: Nielsen
mesh_terms: D000143:Acids / Q000737:chemistry; D000577:Amides / Q000737:chemistry; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D015394:Molecular Structure; D009025:Morpholines / Q000737:chemistry*; D010091:Oximes / Q000737:chemistry*; D034444:Peptoids / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000143:Acids; D000577:Amides; D009025:Morpholines; D010091:Oximes; D034444:Peptoids