Abstract
(±)-Biotin has been synthesized from a mixture of cis- and allo-trisubstituted dehydrothiophanes by a scheme providing for the easy elimination of the accompanying allo-substituted thiophane in the form of an intermediate and not as the final isomeric allo-biotin. The imidazoline ring of biotin is formed from a dialkoxy-carbonyldiaminothiophane under the conditions of partial hydrolysis of one of the protective groups with the elimination of phosgene from the scheme of synthesis.
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Additional information
All-Union Scientific-Research Vitamin Institute, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 220–223, March–April, 1981.
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Mikhano, S.D., Kulachkina, N.S., Filippova, T.M. et al. Synthesis of (±)-biotin from a substituted 2,3-dehydrothiophane. Chem Nat Compd 17, 176–178 (1981). https://doi.org/10.1007/BF00634742
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DOI: https://doi.org/10.1007/BF00634742