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Absolute configurations of diastereomeric esters of 1,4-tetrahydrothiazine-3,5-dicarboxylic acid

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of dimethyl 1,4-tetrahydrothiazone-3,5-dicarboxylate with phenyl isocyanate and phenyl isothiocyanate leads to 2,4-dioxo-3-phenyl-9-methoxycarbonyl-7-thia-1,3-diazabicyclo[3.4.O]nonane and its thioxo analog. It is shown that only the trans isomer of the starting diester undergoes the reaction.

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Literature cited

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Authors and Affiliations

  1. Institute of Organic Synthesis, Academy of Sciences of the Latvian SSR, 226006, Riga

    A. V. Eremeev, R. Nurdinov, F. D. Polyak, É. É. Liepin'sh, A. V. Mishnev, M. F. Bundule & Ya. Ya. Bleidelis

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  1. A. V. Eremeev
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  2. R. Nurdinov
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  3. F. D. Polyak
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  4. É. É. Liepin'sh
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  5. A. V. Mishnev
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  6. M. F. Bundule
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  7. Ya. Ya. Bleidelis
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1056–1059, August, 1985.

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Eremeev, A.V., Nurdinov, R., Polyak, F.D. et al. Absolute configurations of diastereomeric esters of 1,4-tetrahydrothiazine-3,5-dicarboxylic acid. Chem Heterocycl Compd 21, 879–883 (1985). https://doi.org/10.1007/BF00519814

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  • DOI: https://doi.org/10.1007/BF00519814

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