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Vitamin B6 analogs

XIII. 3-deoxypyridoxal-5-phosphate

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Routes for the synthesis of 3-deoxypyridoxal 5-phosphate were studied, and a method for its preparation by the transamination of 3-deoxypyridoxamine 5-phosphate is proposed. Chlorination and reduction of 6-methyl-4-methoxymethyl-3-cyano-2-pyridone converted it to 2-methyl-4-methoxymethyl-5-aminomethylpyridine dihydrochloride which, without isolation, was successively treated with HBr, diazotized, and animated. The mixture of amines obtained was phosphorylated with polyphosphoric acid, and the phosphate was separated by chromatography. The UV, IR, and PMR spectra of the compounds obtained were investigated.

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Authors and Affiliations

  1. Institute of Molecular Biology, Academy of Sciences of the USSR, Moscow

    N. A. Stambolieva, M. Ya. Karpeiskii, A. M. Kritsyn & V. L. Florent'ev

Authors
  1. N. A. Stambolieva
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  2. M. Ya. Karpeiskii
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  3. A. M. Kritsyn
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  4. V. L. Florent'ev
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Additional information

See [12] for communication XII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 487–492, April, 1971.

The authors are deeply indebted to Academician A. E. Braunshtein for his constant interest in this work and to K. F. Turchin and A. F. Vanin for discussion of the PMR spectra.

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Stambolieva, N.A., Karpeiskii, M.Y., Kritsyn, A.M. et al. Vitamin B6 analogs. Chem Heterocycl Compd 7, 455–459 (1971). https://doi.org/10.1007/BF00471484

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  • DOI: https://doi.org/10.1007/BF00471484

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