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.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 459–465, April, 1976.
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Mikhno, S.D., Filippova, T.M., Kulachkina, N.S. et al. Synthesis of oxazolidine analogs of biotin and epibiotin. Chem Heterocycl Compd 12, 386–391 (1976). https://doi.org/10.1007/BF00480420
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DOI: https://doi.org/10.1007/BF00480420