Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis and Conformation of 1-Methyl-3, 4-benzo-7-thia-2-azabicyclo[3.3.1]nonane 7-Oxide
YUKIMASA TERADAISAO TAKEUCHIYOSHIKI HAMADA
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JOURNAL FREE ACCESS

1986 Volume 34 Issue 5 Pages 1917-1923

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Abstract
1-Methyl-3, 4-benzo-7-thia-2-azabicyclo[3.3.1]nonane 7-oxide has been synthesized by the reaction of quinaldine with methylsulfinylmethyl carbanion, and its structure has been elucidated on the basis of spectral data and some chemical evidence. The conformation of the product has been further investigated by means of proton and carbon-13 nuclear magnetic resonance spectroscopy together with molecular mechanics calculations. The molecular mechanics calculations indicate that the stable conformer has a chair thiane ring with an equatorial sulfoxy group.
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© The Pharmaceutical Society of Japan
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