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Analogs of carbohydrate metabolism coenzymes Communication 17. Some C-5 substituted heterocyclic analogs of uridine diphosphate glucose

  • Organic and Biological Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The chemical synthesis of some uridine diphosphate glucose analogs, and specifically the 5-hydroxy-, 5-amino-, 5-chloro-, 5-bromo-, 5-iodo-, and 5-methoxyuridine derivatives, was accomplished.

  2. 2.

    It was shown that the morpholide method of synthesizing pyrophosphates can be used for the preparation of the 5-halo- and 5-aminouridine derivatives. The progress of a side reaction was observed in the latter case. It was shown that the method cannot be used for the 5-hydroxyuridine derivatives.

  3. 3.

    Conditions were developed for the synthesis of nucleoside diphosphate sugars via the nucleoside 5-imidazolides and it was shown that this method has wide application.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2095–2099, September, 1973.

See[1] for Communication 16.

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Shibaev, V.N., Eliseeva, G.I. & Kochetkov, N.K. Analogs of carbohydrate metabolism coenzymes Communication 17. Some C-5 substituted heterocyclic analogs of uridine diphosphate glucose. Russ Chem Bull 22, 2039–2043 (1973). https://doi.org/10.1007/BF00929401

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  • DOI: https://doi.org/10.1007/BF00929401

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