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Chemistry of Heterocyclic Compounds

, Volume 12, Issue 4, pp 386–391 | Cite as

Synthesis of oxazolidine analogs of biotin and epibiotin

  • S. D. Mikhno
  • T. M. Filippova
  • N. S. Kulachkina
  • I. G. Suchkova
  • V. M. Berezovskii
Article
  • 35 Downloads

Abstract

dl-cis- and dl-trans-6-(4-Carboxybutyl)-2-oxo-cis-hexahydrothieno[3,4-d]oxazoles were synthesized by the action of phosgene on r-4-amino-c-3-hydroxy-c(or, respectively, †)-2-(4-carboxybutyl)thiophan hydrohalides. It is shown that the acid hydrolysis of r-4-benzamido-t-3-hydroxy-c(or t)-2-(4-methoxycarbonylbutyl)thiophans is accompanied by inversion to give r-4-amino-c-3-hydroxy-c(or t)-2-(4-alkoxycarbonylbutyl)thiophans.

Keywords

Hydrolysis Organic Chemistry Biotin Thiophan Acid Hydrolysis 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature cited

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Copyright information

© Plenum Publishing Corporation 1977

Authors and Affiliations

  • S. D. Mikhno
    • 1
  • T. M. Filippova
    • 1
  • N. S. Kulachkina
    • 1
  • I. G. Suchkova
    • 1
  • V. M. Berezovskii
    • 1
  1. 1.All-Union Scientific-Research Vitamin InstituteMoscow

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