title: Stereoselectively synthesis and structural confirmation of dehydrodipeptides with dehydrobutyrine.
abstract: Most of polypeptides containing α,β-dehydroamino acids have important biological activity, so exploration of synthetic method has practical significance. In this paper, dipeptides were prepared from l-threonine by protecting of c-terminal allyl acetate, and condensing reaction with a series of N-Boc amino acid. Then, treatment of dipeptides obtained with DMAP, (Boc)2O and tetramethylguanidine in the acetonitrile occured β-elimination reaction to yield stereoselectively dehydrodipeptides. Structures of dehydrodipeptides were confirmed by (1)H NMR, (13)C NMR and MS. Analysis of (1)H NMR, 2D NMR and crystal structure showed that the dehydrodipeptides were Z-configuration.Graphical abstractDehydrodipeptides were prepared from l-threonine. Their structures were confirmed by (1)H NMR, (13)C NMR and MS.
authors.affiliation: College of Sciences, Hebei University of Science and Technology, Shijiazhuang, 050018 People's Republic of China.
authors.forename: Xia
authors.initials: X
authors.lastname: Tian
authors.affiliation: College of Sciences, Hebei University of Science and Technology, Shijiazhuang, 050018 People's Republic of China.
authors.forename: Linna
authors.initials: L
authors.lastname: Li
authors.affiliation: College of Sciences, Hebei University of Science and Technology, Shijiazhuang, 050018 People's Republic of China.
authors.forename: Jianrong
authors.initials: J
authors.lastname: Han
authors.affiliation: College of Sciences, Hebei University of Science and Technology, Shijiazhuang, 050018 People's Republic of China.
authors.forename: Xiaoli
authors.initials: X
authors.lastname: Zhen
authors.affiliation: State Key Laboratory Breeding Base-Hebei Province Key Laboratory of Molecular Chemistry for Drug, Hebei University of Science and Technology, Shijiazhuang, 050018 People's Republic of China.
authors.forename: Shouxin
authors.initials: S
authors.lastname: Liu
keywords: Dipeptide; Synthesis; Z-isomer; l-threonine; α,β-Dehydrobutyrine