Synthesis and Conformational Analysis of C-4′-Modified (2-Oxabicyclo[3.1.0]hexyl)pyrimidine Nucleosides

Autor:	Christophe Mathé, Gilles Gosselin, Julien Gagneron
Rok vydání:	2006
Předmět:	Hexane chemistry.chemical_compound chemistry Molecular model Pyrimidine Stereochemistry Organic Chemistry Pseudorotation Physical and Theoretical Chemistry Methylene Nucleoside
Zdroj:	European Journal of Organic Chemistry. 2006:4891-4897
ISSN:	1099-0690 1434-193X
DOI:	10.1002/ejoc.200600550
Popis:	We report on the synthesis of hitherto unknown pyrimidine nucleoside analogues bearing the 2-oxabicyclo[3.1.0]hexane scaffold (5, 6, 8, 13–17 and 19) with various modifications at the C-4′ position including methylene, azido, and arabino-like configuration. Conformational analysis on the nucleoside analogues 6, 14 and 17 indicates that the conformation of such C-4′-modified nucleoside analogues was restricted in the South-East hemisphere of the pseudorotation cycle (between a 0T1 and a 2E conformation). (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
Databáze:	OpenAIRE
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