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New synthesis of desthio biotin

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A method for the synthesis of desthiobiotin was developed. It is based on the reductive desulfurization of the lactam of δ -(5-bromo-4-nitro-3-amino-2-thienyl)valeric acid, saponification of the resulting ɛ-(1-aminoethyl-ɛ-enantholactam to 7,8-diaminopelargonic acid, and condensation of the latter with phosgene or urea.

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Literature cited

  1. B. P. Fabrichnyi, I. F. Shalavina, and Ya. L. Gol'dfarb, Dokl. Akad. Nauk SSSR, 162, 120 (1965).

    Google Scholar 

  2. B. P. Fabrichnyi, I. F. Shalavina, and Ya. L. Gol'dfarb, USSR Author's Certificate No. 205,018 (1966); Byull. Izobr. No. 23, 21 (1967).

  3. B. P. Fabrichnyi, I. F. Shalavina, and Ya. L. Gol'dfarb, Zh. Obshch. Khim., 31, 1244 (1961).

    Google Scholar 

  4. B. P. Fabrichnyi, Ya. L. Gol'dfarb, and I. F. Shalavina, USSR Author's Certificate No. 138,251 (1960); Byull, Izobr., No. 10, 21 (1961).

  5. B. P. Fabrichnyi, I. F. Shalavina, S. M. Kostrova, and Ya. L. Gol'dfarb, Zh. Organ. Khim., 6, 1091 (1970).

    Google Scholar 

  6. T. M. Semushina, B. I. Tokarev, V. V. Luk'yanova, N. I. Monakhova, N. G. Pavlova, and B. P. Fabrichnyi, Gidrolizn. i Lesokhim. Prom., No. 3, 21 (1970).

    Google Scholar 

  7. Ya. L. Gol'dfarb, B. P. Fabrichnyi, and I. F. Shalavina, Zh. Obshch. Khim., 28, 219 (1958).

    Google Scholar 

  8. S. A. Harris, R. Mosingo, D. E. Wolf, A. N. Wilson, and K. Folkers, J. Am. Chem. Soc., 67, 2102 (1945).

    Google Scholar 

  9. J. L. Wood and V. du Vigneaud, J. Am. Chem. Soc., 67, 210 (1945).

    Google Scholar 

  10. V. du Vigneaud, D. B. Melville, K. Folkers, D. E. Wolf, R. Mosingo, J. C. Kerestesy, and S. A. Harris, J. Biol. Chem., 146, 475 (1942).

    Google Scholar 

  11. T. Suyama and S. Kanao, Nippon Kagaku Zasshi, 83, 1058 (1962); Chem. Abstr., 59, 2638 (1963).

    Google Scholar 

  12. Japanese Patent No. 20,116 (1963); Chem. Abstr. 60, 2781 (1964).

  13. Japenese Patent No. 7526 (1957); Chem. Abstr., 52, 13,802 (1958).

    Google Scholar 

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    B. P. Fabrichnyi, I. F. Shalavina, S. M. Kostrova & Ya. L. Gol'dfarb

Authors
  1. B. P. Fabrichnyi
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  2. I. F. Shalavina
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  3. S. M. Kostrova
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  4. Ya. L. Gol'dfarb
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 315–317, March, 1972.

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Fabrichnyi, B.P., Shalavina, I.F., Kostrova, S.M. et al. New synthesis of desthio biotin. Chem Heterocycl Compd 8, 285–287 (1972). https://doi.org/10.1007/BF00475281

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  • DOI: https://doi.org/10.1007/BF00475281

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