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Paper | Regular issue | Vol 24, No. 2, 1986, pp.413-417
Published online, 1st January, 1970
DOI: 10.3987/R-1986-02-0413
Analysis of the 1H-NMR Spectrum of the Antitumor Agent Mitindomide and Derivatives. An Unusual Example of Nonequivalent Vicinal Olefinic Protons

Howard M. Deutsch* and Leon H. Zalkow

*School of Chemistry, Georgia Institute of Technology, Atlanta, Georgia 30332, U.S.A.

Abstract

The 1H-nmr spectrum of the antitumor agent mitindomide (1b) in DMSO-D6 solution has been completely analyzed by the use of homonuclear decoupling, NOE effects and specific deuterium labeling. A derivative of mitindomide, in which asymmetric groups were attached to the imide nitrogen (2c), showed magnetically nonequivalent diasteriotopic olefinic protons.