Options
O'Reilly, Elaine
Preferred name
O'Reilly, Elaine
Official Name
O'Reilly, Elaine
Research Output
Now showing 1 - 2 of 2
No Thumbnail Available
Publication
From amines to diketopiperazines: a one-pot approach
2010-03-31, O'Reilly, Elaine, Pes, Lara, Paradisi, Francesca
An efficient one-pot synthesis is described for the preparation of 1,4-disubstituted piperazine-2,5-diones
starting from a suitable amine and chloroacetyl chloride in the presence of an aqueous base. The resulting
chloroacetamide is cyclised in situ by employing the phase-transfer (PT) catalyst, benzyltriethylammonium
chloride (TEBA). The products are isolated in excellent yields of up to 90%.
No Thumbnail Available
Publication
Synthesis of a conformationally constrained delta-amino acid building block
2013-02, O'Reilly, Elaine, Pes, Lara, Ortin, Yannick, Müller-Bunz, Helge, Paradisi, Francesca
Conformationally restricted amino acids are important components in peptidomimetics and drug design. Herein, we describe the synthesis of a novel, non-proteinogenic constrained delta amino acid containing a cyclobutane ring, cis-3(aminomethyl)cyclobutane carboxylic acid (ACCA). The synthesis of the target amino acid was achieved in seven steps, with the key reaction being a base induced intramolecular nucleophilic substitution. A small library of dipeptides was prepared through the coupling of ACCA with proteinogenic amino acids.