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Positive- and negative-ion mass spectra of racemic diptocarpamine and its sulfide precursor

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Abstract

Features of the fragmentation on electron impact and resonance electron capture of racemic diptocarpamine (I), its sulfide precursor (II), and N-decyl-N′-isopropylurea have been determined which consist in a predominance of simple bond cleavages over the rearrangement processes involving the elimination of S(O)NH-containing neutral fragments that are typical for diptocarpidine. The elementary compositions of the characteristic lines in the EI mass spectra were established by measuring accurate values of the mass numbers of the ions. An estimate of the efficacy of the spatial interaction of the heteroatomic groupings separated by carbon chains in the\({\text{M}}^{\mathop {\text{ + }}\limits_. } \) and M ions of compounds (I) and (II) has been made. On the basis of the REC mass spectra it has been concluded that the molecules of compounds (I) and (II) exist in twisted or folded conformations.

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Institute of Chemistry, Bashkir Scientific Center, Urals Branch, Academy of Sciences of the USSR, Ufa. Translated from Khimiya Prirodnykh Soedinenii, No. 1, pp. 80–86, January–February, 1989.

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Shmakov, V.S., Furlei, I.I., Galkin, E.G. et al. Positive- and negative-ion mass spectra of racemic diptocarpamine and its sulfide precursor. Chem Nat Compd 25, 70–75 (1989). https://doi.org/10.1007/BF00596705

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  • DOI: https://doi.org/10.1007/BF00596705

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