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Synthesis of macrolide antibiotics

11. Retrosynthetic analysis of erythronolide B and synthesis of the cyclic form of the C1-C6fragment of erythronolides A and B

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

Conclusions

  1. 1.

    The general strategy for the synthesis of erythronolide B from levoglucosan was analyzed.

  2. 2.

    The stereochemistry of the hydrogénation of the double bond in certain Δ4,5-enopyranosides was investigated.

  3. 3.

    The synthesis of methyl-2,4,7-tridesoxy-2,4-di-C-methyl-3-0-tert-butyldimethylsilyl-6-oxo-β-L-idoheptopyranoside, the C1-C6 fragment of erythronolides A and B, was carried out.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    A. F. Sviridov, M. S. Ermolenko, D. V. Yashunskii, V. S. Borodkin & N. K. Kochetkov

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  1. A. F. Sviridov
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  2. M. S. Ermolenko
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  3. D. V. Yashunskii
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  4. V. S. Borodkin
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  5. N. K. Kochetkov
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 151–158, January, 1989.

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Sviridov, A.F., Ermolenko, M.S., Yashunskii, D.V. et al. Synthesis of macrolide antibiotics. Russ Chem Bull 38, 138–145 (1989). https://doi.org/10.1007/BF00953719

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  • DOI: https://doi.org/10.1007/BF00953719

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