Synthesis of (±)-biotin from a substituted 2,3-dehydrothiophane

(±)-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.All-Union Scientific-Research Vitamin Institute, Moscow. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 220–223, March–April, 1981.