title: Efficient syntheses of thiadiazole peptides.
abstract: Novel N-(Cbz-aminoacyl)thiosemicarbazides 3a-c were cyclized by treatment with sulfuric acid to give 1,3,4-thiadiazoles 4a-c. Compounds 4a-c reacted with N-(Cbz-aminoacyl)- and -dipeptidoylbenzotriazoles to afford chirally pure 1,3,4-thiadiazol-2-yl-substituted amino acids 6a-c and dipeptides 7a-c.
authors.affiliation: Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200, USA. katritzky@chem.ufl.edu
authors.forename: Alan R
authors.initials: AR
authors.lastname: Katritzky
authors.forename: Claudia
authors.initials: C
authors.lastname: El-Nachef
authors.forename: Kiran
authors.initials: K
authors.lastname: Bajaj
authors.forename: Jonathan
authors.initials: J
authors.lastname: Kubik
authors.forename: Danniebelle N
authors.initials: DN
authors.lastname: Haase
mesh_terms: D008968:Molecular Conformation; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013830:Thiadiazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D010455:Peptides; D013830:Thiadiazoles