Synthesis of geranyl 3-D-glycopyranoside

Synthesis of geranyl 6-0-fl-o-xylopyranosyl-(3-D-glucopyranoside (82) Tert-butyldimethylsilylation of 51 gave a silyl ether (84, 63% yield), which was subjected to benzoylation to give a benzoate (85) in 71% yield. Desilylation of 85 

By following the reported procedure, coupling reaction of 86 with 2,3,4-tri-0-benzoyl-a-L-arabinopyranosyl bromide in the presence of AgOTf and 2,4,6-collidine gave the coupled product (88) in 57% yield. Finally, treatment of 88 with NaOMe in MeOH provided the synthetic geranyl 6-0-a-L-arabinopyranosyl-P-D-glucopyranoside (Kenposide A, 83) in 85% yield. 

Synthesis of n-hexyl fi-D-glucopyranoside (7) and n-hexyl 6-0-f3-D-xylopyranosyl-P-D-glucopyranoside (109) 

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