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New synthesis of diterpenoid (16S)-dihydrosteviol

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Abstract

A new procedure has been developed for the synthesis of diterpenoid (16S)-dihydrosteviol [(16S)-13-hydroxy-ent-kauran-19-oic acid] by acid hydrolysis (0.7% hydrochloric acid) of SWETA food sweetener and subsequent reduction of the resulting mixture of caurenoids with hydrazine hydrate over Raney nickel. The molecular geometry of (16S)-dihydrosteviol, as well as of Δ15-steviol (13-hydroxy-ent-kaur-15-en-19-oic acid), was determined for the first time by X-ray analysis.

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088, Tatarstan, Russia

    R. N. Khaibullin, I. Yu. Strobykina, V. E. Kataev, O. A. Lodochnikova, A. T. Gubaidullin & R. Z. Musin

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  1. R. N. Khaibullin
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  2. I. Yu. Strobykina
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  3. V. E. Kataev
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  4. O. A. Lodochnikova
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  5. A. T. Gubaidullin
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  6. R. Z. Musin
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Correspondence to V. E. Kataev.

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Original Russian Text © R.N. Khaibullin, I.Yu. Strobykina, V.E. Kataev, O.A. Lodochnikova, A.T. Gubaidullin, R.Z. Musin, 2009, published in Zhurnal Obshchei Khimii, 2009, Vol. 79, No. 5, pp. 795–799.

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Khaibullin, R.N., Strobykina, I.Y., Kataev, V.E. et al. New synthesis of diterpenoid (16S)-dihydrosteviol. Russ J Gen Chem 79, 967–971 (2009). https://doi.org/10.1134/S107036320905017X

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  • DOI: https://doi.org/10.1134/S107036320905017X

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