72342-64-4Relevant academic research and scientific papers
A reasonably stereospecific multistep conversion of Boc-protected α-amino acids to Phth-protected β3-amino acids
Temperini, Andrea,Capperucci, Antonella,Degl'Innocenti, Alessandro,Terlizzi, Raffaella,Tiecco, Marcello
supporting information; experimental part, p. 4121 - 4124 (2010/08/20)
A method for the synthesis of β3-amino acids starting from α-amino acids is described. This conversion can be effected by an eight-step procedure which involves the transformation of the carboxylic group into an alkyne followed by a selenium-mediated conversion of the carbon-carbon triple bond to a Se-phenyl selenocarboxylate intermediate. The reactive Se-phenyl selenocarboxylate intermediates can be trapped with water, alcohols or the amine of an amino acid derivative to give β3-amino acids, β3-amino esters or mixed peptides, respectively. The whole transformations of the carboxylic group into an alkyne and of the alkyne group into β3-amino acids may not require purification of the intermediate products but a work-up and isolation procedure of crude materials.
Structure-driven design and synthesis of chiral dioxocyclam derivatives
Achmatowicz, Micha?,Szumna, Agnieszka,Zieliński, Tomasz,Jurczak, Janusz
, p. 9031 - 9041 (2007/10/03)
Based on an analysis of previously reported structures and a potential geometry fit with substrates, a new family of chiral dioxocyclam derivatives have been designed. The synthesis of those ligands was accomplished starting from l-proline and α-d-amino acids (converted to β-amino acids) with a key step of macrocyclization reaction of amino esters. All ligands were converted into neutral copper(II) complexes (amide groups underwent deprotonation of upon treatment of ligands with copper(II) acetate). The complexes exhibit the desired shape of their active surfaces, as proved by X-ray analysis.
