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10α-Hydroxy-β-isomorphine, a by-product of the synthesis of 10α-hydroxymorphine

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Abstract

A new compound was isolated from the reaction mixture after O-demethylation of 6-O-acetyl-10α-acetoxycodeine with boron tribromide. The structure of this compound, 10α-hydroxy-β-isomorphine, was elucidated by spectral data, and its spatial arrangement was deduced from an NOE experiment. Capillary zone electrophoresis was used for separation of morphine and its 10-hydroxy analogues.

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Authors and Affiliations

  1. Zentiva a.s., Nitrianska 100, 92027, Hlohovec, Slovakia

    Bohumil Proksa & Richard Hercek

  2. Faculty of Chemical and Food Technology, Institute of Analytical Chemistry, Bratislava, Slovakia

    Tibor Liptaj & Nada Prónayová

Authors
  1. Bohumil Proksa
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  2. Richard Hercek
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  3. Tibor Liptaj
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  4. Nada Prónayová
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Correspondence to Bohumil Proksa.

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Proksa, B., Hercek, R., Liptaj, T. et al. 10α-Hydroxy-β-isomorphine, a by-product of the synthesis of 10α-hydroxymorphine. Monatsh Chem 140, 485–487 (2009). https://doi.org/10.1007/s00706-008-0077-3

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  • DOI: https://doi.org/10.1007/s00706-008-0077-3

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