42472-84-4Relevant academic research and scientific papers
A Convenient One-Pot Synthesis of 1,5-Disubstituted Tetrazoles Containing an Amino or a Carboxy Group
Obushak, M. D.,Pokhodylo, N. T.,Shyyka, O. Ya.
, p. 802 - 812 (2020/07/03)
Abstract: A convenient method is proposed for constructing the tetrazole ring by a one-pot reaction of amides with phosphorus oxychloride and sodium azide. A series of 1,5-disubstituted tetrazoles containing an amino or a carboxy group, which present interest as buildings blocks for the synthesis of biologically active substances, were obtained.
A synthetic strategy for the preparation of cyclic peptide mimetics based on SET-promoted photocyclization processes
Yoon, Ung Chan,Jin, Ying Xue,Oh, Sun Wha,Park, Chan Hyo,Park, Jong Hoon,Campana, Charles F.,Cai, Xiaolu,Duesler, Eileen N.,Mariano, Patrick S.
, p. 10664 - 10671 (2007/10/03)
A novel method for the synthesis of cyclic peptide analogues has been developed. The general approach relies on the use of SET-promoted photocyclization reactions of peptides that contain N-terminal phthalimides as light absorbing electron acceptor moieties and C-terminal α-amidosilane or α-amidocarboxylate centers. Prototypical substrates are prepared by coupling preformed peptides with the acid chloride of N-phthalimidoglycine. Irradiation of these substrates results in the generation of cyclic peptide analogues in modest to good yields. The chemical efficiencies of these processes are not significantly affected by (1) the lengths of the peptide chains separating the phthalimide and α-amidosilane or α-amidocarboxylate centers and (2) the nature of the penultimate cation radical α-heterolytic fragmentation process (i.e., desilylation vs decarboxylation). An evaluation of the effects of N-alkyl substitution on the amide residues in the peptide chain showed that N-alkyl substitution does not have a major impact on the efficiencies of the photocyclization reactions but that it profoundly increases the stability of the cyclic peptide.
4-Hydroxy-1(2H)-isoquinolone-3-carboxamides. Synthesis and Properties
Schapira, Celia B.,Abasolo, Maria I.,Perillo, Isabel A.
, p. 577 - 581 (2007/10/02)
Reaction of some α-phthalimidoacetamides 1a-i with sodium ethoxide was carried out under drastic conditions.Compounds 1b-g afforded 4-hydroxy-1(2H)-isoquinolone-3-carboxamides 2b-g, while 1h-i afforded the acids 3a-b together with the expected isoquinolon
