110472-45-2Relevant articles and documents
Coupling of Unprotected 2-Desoxy-D-ribose at C-3 as a New Route to 2,3-Dideoxy-3-phthalimido-D-pentoses
Motawia, Mohammed S.,Nawwar, Galal A. M.,Andreassen, Erik S.,Jacobsen, Jens Peter,Pedersen, Erik B.
, p. 1111 - 1114 (2007/10/02)
Direct condensation of 2-deoxy-D-ribose (2) with phthalimides using P4O10/H2O/Bu3N reagent in chloroform at 40 deg C results in a coupling at C-3 of the carbohydrate moiety to give an isomeric mixture of 2,3-dideoxy-3-phthalimido-D-pentoses 3-5.Acetylation of 3b-5b using acetic anhydride in dry pyridine gives the corresponding acetylated derivatives 6-8.After treating the mixture of 3b,4b, and 5b with triphenylmethyl chloride in pyridine, pure threo-pyranose derivative 3b and pure tritylated erythro-furanose derivative 9 are obtained by fractional precipitation.