title: One-pot isomerization-cross metathesis-reduction (ICMR) synthesis of lipophilic tetrapeptides.
abstract: An efficient, versatile and rapid method toward homologue series of lipophilic tetrapeptide derivatives (herein, the opioid peptides H-TIPP-OH and H-DIPP-OH) is reported. High atom economy and a minimal number of synthetic steps resulted from a one-pot tandem isomerization-cross metathesis-reduction sequence (ICMR), applicable both in solution and solid phase methodology. The broadly applicable synthesis proceeds with short reaction times and simple work-up, as illustrated in this work for alkylated opioid tetrapeptides.
authors.affiliation: Department of Organic Chemistry, Vrije Universiteit Brussel , Pleinlaan 2, B-1050 Brussels, Belgium.
authors.forename: Mouhamad
authors.initials: M
authors.lastname: Jida
authors.forename: Cecilia
authors.initials: C
authors.lastname: Betti
authors.forename: Peter W
authors.initials: PW
authors.lastname: Schiller
authors.forename: Dirk
authors.initials: D
authors.lastname: Tourwé
authors.forename: Steven
authors.initials: S
authors.lastname: Ballet
mesh_terms: D057927:Hydrophobic and Hydrophilic Interactions; D015394:Molecular Structure; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D009842:Oligopeptides