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Stereoselective synthesis of 2-substituted 6-[1-(2,6-difluorophenyl)ethyl]-5-methylpyrimidin-4(3H)-ones

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Abstract

A procedure has been proposed for the synthesis of 2-(cyclopentylsulfanyl)-6-[(1R)-1-(2,6-difluorophenyl) ethyl]-5-methylpyrimidin-4(3H)-one through intermediate (3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl (2R)-2-(2,6-difluorophenyl)propanoate which was obtained from prochiral 2-(2,6-difluorophenyl)prop-1-en-1-one generated in situ. The proposed procedure may be regarded as stereoselective route to 6-[(1R)-1-(2,6- difluorophenyl)ethyl]-5-methylpyrimidin-4(3H)-one derivatives.

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Authors and Affiliations

  1. Universita degli Studi di Roma “La Sapienza”, Roma, Italy

    A. Mai, M. Artico & D. Rotili

  2. Volgograd State Technical University, pr. Lenina 28, Volgograd, 400131, Russia

    I. A. Novakov, B. S. Orlinson, M. B. Navrotskii, A. S. Eremiichuk & E. A. Gordeeva

Authors
  1. A. Mai
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  2. M. Artico
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  3. D. Rotili
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  4. I. A. Novakov
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  5. B. S. Orlinson
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  6. M. B. Navrotskii
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  7. A. S. Eremiichuk
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  8. E. A. Gordeeva
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Correspondence to A. Mai.

Additional information

Original Russian Text © A. Mai, M. Artico, D. Rotili, I.A. Novakov, B.S. Orlinson, M.B. Navrotskii, A.S. Eremiichuk, E.A. Gordeeva, 2009, published in Zhurnal Organicheskoi Khimii, 2009, Vol. 45, No. 10, pp. 1546–1549.

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Mai, A., Artico, M., Rotili, D. et al. Stereoselective synthesis of 2-substituted 6-[1-(2,6-difluorophenyl)ethyl]-5-methylpyrimidin-4(3H)-ones. Russ J Org Chem 45, 1531–1534 (2009). https://doi.org/10.1134/S1070428009100194

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  • DOI: https://doi.org/10.1134/S1070428009100194

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