Addition of Amino Acids to oxopyrrolidin compounds

Addition of Amino Acids to oxopyrrolidin compounds

Ali, Bakhat; Stefani, Hélio A.; Ferreira, Fernando P.

Abstract:

Amino acids are building blocks of proteins. G. J. Mulder first discovered protein in 1838. He described that proteins are most vital among ever known organic substances, without which life cannot sustain. Amino acids are very many in number but among them 20 are found in human body. Our group has been working in oxopyrrolidin compounds. So, addition of amino acids to oxopyrrolidin has created great interest. For nucleophilic addition of nitrogen of amino acids as nucleophiles, we have generated N-acyliminium ions. BF3 generates N-acyliminium ions, which play an important role in the reactive intermediates for the nucleophilic addition to form nitrogen heterocycles. For this purpose, we have added more than 10 amino aicds successfully. Here protection of amino acids, formation of oxopyrrolidin compounds, generation of N-acyliminium ions, addition of amino acids and deprotection of amino acids is presented.

Amino acids are building blocks of proteins. G. J. Mulder first discovered protein in 1838. He described that proteins are most vital among ever known organic substances, without which life cannot sustain. Amino acids are very many in number but among them 20 are found in human body. Our group has been working in oxopyrrolidin compounds. So, addition of amino acids to oxopyrrolidin has created great interest. For nucleophilic addition of nitrogen of amino acids as nucleophiles, we have generated N-acyliminium ions. BF3 generates N-acyliminium ions, which play an important role in the reactive intermediates for the nucleophilic addition to form nitrogen heterocycles. For this purpose, we have added more than 10 amino aicds successfully. Here protection of amino acids, formation of oxopyrrolidin compounds, generation of N-acyliminium ions, addition of amino acids and deprotection of amino acids is presented.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_20131014161751

Referências bibliográficas

• [1] 1 Vieira, A. S.; Ferreira, F. P.; Fiorante, P. F.; Guadagnin, R. C.; Stefani, H.
• [2] A. Tetrahedron, 2008, 64,3306.
• [3] 2 Stefani, H. A.; Ferreira, F. P.; Vieira, A. S. Aust. J. Chem, 2012, 65, 1443.

Como citar:

Ali, Bakhat; Stefani, Hélio A.; Ferreira, Fernando P.; "Addition of Amino Acids to oxopyrrolidin compounds", p-305-305. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_20131014161751