Synthesis of heptasaccharide and nonasaccharide analogues of the lentinan repeating unit Original Research Article

The allyl glycoside β-d-Glcp-(1→3)-β-d-Glcp-(1→3)-[β-d-Glcp-(1→6)]-β-d-Glcp-(1→3)-β-d-Glcp-(1→3)-[β-d-Glcp-(1→6)]-α-d-Glcp (18) and the acetonyl glycoside of β-d-Glcp-(1→3)-[β-d-Glcp-(1→6)]-β-d-Glcp-(1→3)-β-d-Glcp-(1→3)-[β-d-Glcp-(1→6)]-β-d-Glcp-(1→3)-β-d-Glcp-(1→3)-[β-d-Glcp-(1→6)]-α-d-Glcp (28) were synthesized as analogues of the lentinan heptaose repeating unit. 4,6-O-Benzylidenated monosaccharide donor 3 and 4,6-O-benzylidenated tetrasaccharide acceptor 14 were used to ensure the β-linkage in the synthesis of 18, while 4,6-O-benzylidenated disaccharide acceptor 20, and 4,6-O-benzylidenated disaccharide donors 21 and 24 were used to ensure the β-linkage in the synthesis of 28.