A facile synthesis of D-ribo-C-20-phytosphingosine and its C2 epimer from D-ribose

作者:Martinkova Miroslava*; Gonda Jozef; Pomikalova Kvetoslava; Kozisek Jozef; Kuchar Juraj
来源:Carbohydrate Research, 2011, 346(13): 1728-1738.
DOI:10.1016/j.carres.2011.05.028

摘要

A facile synthetic route to D-ribo-C-20-phytosphingosine 31 and its C2 epimer 32 is described. The Overman rearrangement of allylic trichloroacetimidates derived from the known ribose derivative 7 has been used as the key step. The subsequent functional group interconversions in rearranged products 14 and 15 followed by Wittig olefination, Pd/C-mediated reduction and the removal of protecting groups successfully constructed the final molecules.

  • 出版日期2011-9-27