title: Convenient and efficient synthesis of Boc-/Z-/Fmoc-beta-amino acids employing N-protected alpha-amino acid fluorides.
abstract: A new and efficient method for the synthesis of N(alpha)-Fmoc-/Boc-/Z-beta-amino acids using the two-step Arndt-Eistert approach is described. Fmoc-/Boc-/Z-alpha-Amino acid fluorides were used for the acylation of diazomethane synthesizing Fmoc-/Boc-/Z-alpha-aminodiazoketones as crystalline solids with good yield and purity. They were then converted to the corresponding beta-amino acids using PhCOOAg/dioxane/H2O.
authors.affiliation: Department of Studies in Chemistry, Central College, Bangalore University, India.
authors.forename: K
authors.initials: K
authors.lastname: Ananda
authors.forename: H N
authors.initials: HN
authors.lastname: Gopi
authors.forename: V V
authors.initials: VV
authors.lastname: Suresh Babu
mesh_terms: D000215:Acylation; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D003978:Diazomethane / Q000737:chemistry; D005449:Fluorenes / Q000138:chemical synthesis* / Q000737:chemistry; D005461:Fluorine / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D005449:Fluorenes; C016456:N(alpha)-fluorenylmethyloxycarbonylamino acids; D005461:Fluorine; D003978:Diazomethane