Stereochemical effects in fragmentation of diastereoisomers of protected diethyl 1,2‐diamino‐alkylphosphonates |
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| Authors: | Ewelina Drabik Roman Błaszczyk Tadeusz Gajda Marek Sochacki |
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| Affiliation: | 1. Centre of Molecular and Macromolecular Studies, Polish Academy of Sciences, Sienkiewicza 112, 90‐363 ?ód?, Poland;2. Technical University of ?ód?, Institute of Organic Chemistry, ?eromskiego 116, 90‐924 ?ód?, Poland |
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| Abstract: | Diastereoisomers of diethyl 5‐substituted (2‐thioxo‐imidazolidin‐4‐yl)phosphonates, which can be regarded as protected diethyl 1,2‐diaminoalkylphosphonates, have been analyzed by electron ionization mass spectrometry. Significant differences in the fragmentation of cis‐ and trans‐diastereoisomers were found. The stereospecificity of the elimination of diethyl phosphonate and the loss of the diethoxyphosphoryl group were studied using specific labeled compounds and collision‐induced dissociation. The relative abundances of ions formed via these fragmentation processes can be used for differentiation of both diastereoisomers. Copyright © 2010 John Wiley & Sons, Ltd. |
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