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Formation of 2,3,4,5-tetradehydrobiotin from α′-sulfur-containing derivatives of α-oxodehydrodesthiobiotin ethyl ester

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Conclusions

The successive action of alkali and hydrochloric acid on the ethyl esters of N,N-diacetyl- and 1-methyl-α-oxo-α′-(acetylmercapto) dehydrodesthiobiotin, respectively, gives 2,3,4,5-tetradehydrobiotin and its 1′-methyl derivative.

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Literature cited

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    N. A. Rodionova, M. P. Unanyan, G. V. Kondrat'eva, S. I. Zav'yalov, and V. V. Filippov, Izv. Akad. Nauk SSSR, Ser. Khim., 660 (1970).

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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1679–1681, July, 1973.

We express our gratitude to B. P. Fabrichnyi for supplying the sample of (III).

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Zav'yalov, S.I., Rubtsov, I.A., Zheleznaya, L.L. et al. Formation of 2,3,4,5-tetradehydrobiotin from α′-sulfur-containing derivatives of α-oxodehydrodesthiobiotin ethyl ester. Russ Chem Bull 22, 1641–1643 (1973). https://doi.org/10.1007/BF00930090

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Keywords

  • Methyl
  • Ester
  • Ethyl
  • Hydrochloric Acid
  • Ethyl Ester