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Synthesis and Crystal Structure of Benzoyloxymethyl (4α,8β,13β)-13-methyl-16-oxo-17-norkauran-18-carbonate Ester

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Abstract

Isosteviol derivative: benzoyloxymethyl (4α,8β,13β)-13-methyl-16-oxo-17-norkauran-18-carbonate ester was synthesized by esterification of isosteviol with chloromethyl benzoate and its crystal structure was determined by X-ray diffraction method. The compound crystallizes in the triclinic space group P1 with unit cell parameters: a = 8.784(3) Å, b = 9.079(3) Å, c = 15.950(6) Å, α = 79.343(6)°, β = 79.061(5)°, γ = 89.849(5)°, Z= 2. The conformation of rings A and B is chair, whereas the conformation of ring C is unsymmetrical twist chair. The carbonyl group at the C20 is coplanar with the benzene ring. The fragment of the ester group occupying the pseudoaxial site of C1 position adopts a zigzag conformation.

Index Abstract

Isosteviol derivative: benzoyloxymethyl (4α,8β,13β)-13-methyl-16-oxo-17-norkauran -18-carbonate ester was synthesized and its crystal structure was determined by X-ray diffraction method.

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Acknowledgments

We are very grateful to the China Ministry of Health Foundation for Scientific Research (project no. WKJ2005-2-022) for financial supports.

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Authors and Affiliations

  1. Institute of Pharmaceutical Engineering, School of Chemistry and Chemical Engineering, Southeast University, 210096, Nanjing, People’s Republic of China

    Jin Cai, Wen Zhou, Junqing Chen, Min Sun & Min Ji

Authors
  1. Jin Cai
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  2. Wen Zhou
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  3. Junqing Chen
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  4. Min Sun
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  5. Min Ji
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Correspondence to Min Ji.

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Cai, J., Zhou, W., Chen, J. et al. Synthesis and Crystal Structure of Benzoyloxymethyl (4α,8β,13β)-13-methyl-16-oxo-17-norkauran-18-carbonate Ester. J Chem Crystallogr 39, 108–111 (2009). https://doi.org/10.1007/s10870-008-9435-6

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  • DOI: https://doi.org/10.1007/s10870-008-9435-6

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