The octopus type oligo-hydroxypropylene glycol ${eta}$-D-glucopyranosides were successfully synthesized in this studies: the sterospecific compound of allyl 2, 3, 4, 6-tetra-O-acetyl-${eta}$-D-glucopyranosides (1) was deacetylated with NaOMe in MeOH lead to allyl-${eta}$-D-glucopyranoside (2) which was perallylated and followed by hydroboration and subsequent oxidation afforded (3-hydroxy-propyl) 2, 3, 4, 6-tetraO(3-hydroxy-propyl)-${eta}$-D-glucopyranoside (4). As a result, not only allylpropylene glycol ${eta}$-D-glucopyranosides (5, 7, and 9) but also hydroxypropylene glycol ${eta}$-D-glucopyranosides (6, 8, and 10) were synthesized by repeated sequential perallylation followed by hydroboration/oxidation.