The Newest Member of the Family of Chloralose: Synthesis of -Ribochloralose and Some Derivatives

3, 77%) was obtained from the reaction of1 with potassium t-butoxide. This novel orthoester is expected to be useful as a glycosyl donor in the formations of new ribofuranoside units. 3O-Methyl-ribochloralose ( 5 )w as synthesized in 75% yield via the methylation of 1 .5 -O-Tosyl-ribochloralose (6, 61%) was prepared with monotosylation reaction of 1 .T reatment of6 with NaN3 in DMF gives a 5-azido-5-deoxy-ribochloralose ( 7) in 77% yield. The azidosugar ( 7 )w as reduced to 5-amino-5-deoxy-ribochloralose ( , 72%) with triphenylphosphine according to Staudinger’s reduction procedure.