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Facile synthesis of novel amino acid-like building blocks by N-alkylation of heterocyclic carboxylates with N-Boc-3-iodoazetidine.
Iskauskiene, Monika; Ragaite, Greta; Sløk, Frank A; Sackus, Algirdas.
Afiliación
  • Iskauskiene M; Department of Organic Chemistry, Kaunas University of Technology, Radvilenu pl. 19, 50254, Kaunas, Lithuania. monika.dargyte@ktu.lt.
  • Ragaite G; Institute of Synthetic Chemistry, Kaunas University of Technology, K. Barsausko g. 59, 51423, Kaunas, Lithuania. monika.dargyte@ktu.lt.
  • Sløk FA; Institute of Synthetic Chemistry, Kaunas University of Technology, K. Barsausko g. 59, 51423, Kaunas, Lithuania.
  • Sackus A; Vipergen ApS, Gammel Kongevej 23A, 1610, Copenhagen V, Denmark.
Mol Divers ; 24(4): 1235-1251, 2020 Nov.
Article en En | MEDLINE | ID: mdl-31420788
ABSTRACT
An efficient protocol providing easy access to highly functionalized heterocyclic compounds as novel organic building blocks was developed by coupling alkyl pyrazole-, indazole- and indolecarboxylates with N-Boc-3-iodoazetidine. The synthesized compounds are representatives of constrained non-chiral synthetic azole carboxylates in their N-Boc protected ester forms. Diversification of the prepared heterocyclic building blocks was achieved via application of palladium-catalyzed Suzuki-Miyaura cross-coupling reactions. In total, 34 building blocks were obtained to form a highly diversified small molecule collection. The structure of the novel heterocyclic compounds was investigated and verified by advanced NMR spectroscopy methods.
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Texto completo: 1 Bases de datos: MEDLINE Asunto principal: Azetidinas / Ácidos Carboxílicos / Aminoácidos / Compuestos Heterocíclicos Idioma: En Revista: Mol Divers Asunto de la revista: BIOLOGIA MOLECULAR Año: 2020 Tipo del documento: Article País de afiliación: Lituania

Texto completo: 1 Bases de datos: MEDLINE Asunto principal: Azetidinas / Ácidos Carboxílicos / Aminoácidos / Compuestos Heterocíclicos Idioma: En Revista: Mol Divers Asunto de la revista: BIOLOGIA MOLECULAR Año: 2020 Tipo del documento: Article País de afiliación: Lituania