Abstract
Reactions of 4-nitrobenzyl (4R,5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate with 2-sulfanylacetamides derived from taurine and cytisine afforded the corresponding products of AdNE substitution of the diphenoxyphosphoryl group.
Similar content being viewed by others
References
Zhanel, G.G., Wiebe, R., Dilay, L., Thomson, K., Rubinstein, E., Hoban, D.J., Noreddin, A.M., and Karlowsky, J.A., Drugs, 2007, vol. 67, p. 1027. https://doi.org/10.2165/00003495-200767070-00006
Papp-Wallace, K.M., Endimiani, A., Taracela, M.A., and Bonomo, R.A., Antimicrob. Agents Chemother., 2011, vol. 55, p. 4943. https://doi.org/10.1128/AAC.00296-11
Conti, P., Tamborini, L., Pinto, A., Blondel, A., Minoprio, P., Mozzarelli, A., and De Micheli, C., Chem. Rev., 2011, vol. 111, p. 6919. https://doi.org/10.1021/cr2000702
Shih, D.H., Baker, F., Cama, L., and Christensen, B.G., Heterocycles, 1984, vol. 21, p. 29. https://doi.org/10.3987/S-1984-01-0029
Davidovich, Yu.A., Semenova, N.N., Babievskii, K.K., and Rogozhin, S.V., Bull. Acad. Sci. USSR, Div. Chem. Sci., 1986, vol. 35, p. 1951. https://doi.org/10.1007/BF00954046
Kingston, D.Dzh.A. and Zao, Z.-Ya., RU Patent no. 2043346, 1995; Byull. Izobret., 1999, no. 22.
Acknowledgments
The spectral and analytical data were obtained using the facilities of the Chemistry joint center (Ufa Institute of Chemistry, Russian Academy of Sciences) and Agidel regional joint center (Ufa Federal Research Center, Russian Academy of Sciences).
Funding
This study was performed under financial support by the Russian Science Foundation (project no. 15-13-00039P).
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
The authors declare the absence of conflict of interest.
Additional information
Russian Text © The Author(s), 2020, published in Zhurnal Organicheskoi Khimii, 2020, Vol. 56, No. 1, pp. 16–20.
Rights and permissions
About this article
Cite this article
Torosyan, S.A., Nuriakhmetova, Z.F., Gimalova, F.A. et al. Synthesis of C3-Modified Carbapenems. Russ J Org Chem 56, 7–10 (2020). https://doi.org/10.1134/S1070428020010029
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428020010029