Thioureylenedisaccharides have been prepared from sugar isothiocyanates and aminosugars. Thus, a thiourea bridge connects the (C-1)–(C-2) or (C-2)–(C-2) positions of some pentose, hexose, and heptose frameworks with different anomeric patterns in compounds (16)–(28). With this aim, several C-2-functionalised derivatives of compound (7) have been synthesized. A (Z,Z)-conformation is proposed for thioureylenedisaccharides in solution.
M. Avalos, R. Babiano, P. Cintas, J. L. Jiménez, J. C. Palacios and J. Fuentes, J. Chem. Soc., Perkin Trans. 1, 1990, 495 DOI: 10.1039/P19900000495
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