ChemInform Abstract: Synthesis and Conformational Study of β-Hydroxy Sulfones, Bioisosteres of Oxisuran Metabolites, and Their O-Methyl Derivatives

Autor:	Carlos Alvarez-Ibarra, M. P. Ruiz, M. C. Fernández-Monreal, Rocío Cuervo-Rodríguez
Rok vydání:	2010
Předmět:	Steric effects chemistry.chemical_compound Ethanol chemistry Hydrogen bond Force field (physics) Intramolecular force General Medicine Medicinal chemistry Molecular mechanics Vicinal
Zdroj:	ChemInform. 28
ISSN:	0931-7597
DOI:	10.1002/chin.199701126
Popis:	The synthesis and conformational analysis of 2-(methylsulfonyl)-1-(2-quinolyl)ethanol, 2-(methylsulfonyl)-1-(1-isoquinolyl)ethanol, 2-(methylsulfonyl)-1-(2-pyrazinyl)ethanol, and the O -methyl derivatives, 2-(methylsulfonyl)-1-(methoxy)-1-(2-quinolyl)ethane and 2-(methylsulfonyl)-1-(methoxy)-1-(1-isoquinolyl)ethane, are reported. The conformational analysis of β-hydroxy sulfones and β-methoxy sulfones has been carried out from the observed vicinal coupling constants, using a molecular mechanics force field (MMX) and the Altona relationship as fundamental tools. Polar interactions are the main factor that control the stability of the different conformations being the steric effects and intramolecular hydrogen bonding less important contributions.
Databáze:	OpenAIRE
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