Chinese Journal of Magnetic Resonance

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Stereochemical Characterization of Azabicyclo-Type Compounds by NMR Spectroscopy

JIANG Dan1,XU Jia2,MIAO Zhen-chun1*


 
  

  1. 1. Institute of Pharmacology and Toxicology, Academy of Military Medical Sciences, Beijing 100850, China; 2. Peking Union Medical College Hospital, Beijing 100730, China
  • Received:2013-07-03 Revised:2013-08-12 Online:2014-06-05 Published:2014-06-05
  • About author:*Corresponding author:MIAO Zhen-chun, Tel: 13671259606, E-mail: jiangdan@263.net.cn.

Abstract:

We present an NMR method for determining stereochemical structure of azabicyclo-type compounds, with 2-pheny-2-cycloamyl-2-hydroxyacetic-N-methly-3 azabiclo [3, 3, 1] nonane-9-carboxylate as the example. We showed that the carbon NMR spectra of azabicyclo-type compounds can be assigned effectively using the combination of multiple-frequency selective excitation double pulsed field gradient spin echo 1D NOESY and selective long-range DEPT, providing valuable information for conformation and stereo structure determination. The method presented is of significant value for studying the stereochemical characteristics and structures of azabicyclo-type compounds.

Key words: NMR, azabicyclo-type compound, 1D NOESY, selective long-range DEPT, stereochemistry

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