e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521
Synthesis of the dideoxynucleosides" ddC" and" CNT" from glutamic acid, ribonolactone, and pyrimidine bases
M Okabe, RC Sun, SYK Tam, LJ Todaro…
Index: Okabe, Masami; Sun, Ruen-Chu; Tam, Steve Y.-K.; Todaro, Louis J.; Coffen, David L. Journal of Organic Chemistry, 1988 , vol. 53, # 20 p. 4780 - 4786
2, 3-Dideoxyribose in suitably protected form was prepared from glutamic acid and coupled with silylated cytosine to give a mixture of the a-and P-anomers of 2', 3'-dideoxycytidine. The anomer ratio depended on the Lewis acid used in the coupling, with EtA1C12 favoring the@- anomer ddC, a potent anti-HIV drug. Conjugate addition of cyanide to a 4-[(silyloxy) methyl] butenolide prepared from D-ribonolactone gave a mixture of (racemic) a-and@-3- ...
[Beach, J. Warren; Kim, Hea O.; Jeong, Lak S.; Nampalli, Satyanarayana; Islam, Qamrul; et al. Journal of Organic Chemistry, 1992 , vol. 57, # 14 p. 3887 - 3894]
