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Access to lincomycin N-oxide isomers controlled by reaction conditions

  1. 1.
    0100363 - MBU-M 20040053 RIV NL eng J - Journal Article
    Pospíšil, Stanislav - Sedmera, Petr - Halada, Petr - Havlíček, Libor - Spížek, Jaroslav
    Access to lincomycin N-oxide isomers controlled by reaction conditions.
    [Příprava N-oxid izomerů linkomycinu za různých reakčních podmínek.]
    Tetrahedron Letters. Roč. 45, - (2004), s. 2943-2945. ISSN 0040-4039. E-ISSN 1873-3581
    R&D Projects: GA AV ČR IBS5020002
    Keywords : lincomycin oxidation * hydrogen peroxide * alkaline
    Subject RIV: EE - Microbiology, Virology
    Impact factor: 2.484, year: 2004

    Oxidation of lincomycin with H2O2 in alkaline media leads to N-oxides, besides the conversion of thiomethyl group into sulfoxides and sulfones. NH4OH favors formation of the S-isomer; both R- and S-iosmers of the N-oxide are formed in the presence of NaOH. Addition of acetonitrile markedly accelerates the reaction.

    Oxydace linkomycinu peroxidem vodíku v alkalickém prostředí vedek N-oxidům vedle přeměny thiomethylové skupiny na sulfoxid a sulfon. Hydroxyd amonný napomáhá tvorbě S-isomeru, jak R-, tak S-isomery N-oxidu se tvoří v přítomnosti NaOH; přídavek acetonitrilu urychluje reakci.
    Permanent Link: http://hdl.handle.net/11104/0007865
     
Number of the records: 1  

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