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Facile method for the synthesis of oseltamivir phosphate

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Abstract

A ten-step scheme for the preparation of an antiviral agent, ethyl (3R,4R,5S)-4-acetylamino-5-amino-3-(pent-3-yloxy)cyclohex-1-enecarboxylate phosphate, from (-)-shikimic acid was studied. The main parameters of the synthesis were determined and the optimal conditions for the preparation of the intermediate compounds were selected. The total yield of oseltamivir phosphate calculated based on (-)-shikimic acid was 27%.

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Authors and Affiliations

  1. Institute for Problems of Chemical and Energetic Technologies, Siberian Branch of the Russian Academy of Sciences, 1 ul. Sotsialisticheskaya, 659322, Biisk, Russian Federation

    A. I. Kalashnikov, S. V. Sysolyatin, G. V. Sakovich, E. G. Sonina & I. A. Shchurova

Authors
  1. A. I. Kalashnikov
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  2. S. V. Sysolyatin
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  3. G. V. Sakovich
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  4. E. G. Sonina
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  5. I. A. Shchurova
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Corresponding author

Correspondence to A. I. Kalashnikov.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 1, pp. 0165–0171, January, 2013.

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Kalashnikov, A.I., Sysolyatin, S.V., Sakovich, G.V. et al. Facile method for the synthesis of oseltamivir phosphate. Russ Chem Bull 62, 163–170 (2013). https://doi.org/10.1007/s11172-013-0024-2

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  • DOI: https://doi.org/10.1007/s11172-013-0024-2

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