Synthesis of myo-Inositol Derivatives Required for the Total Synthesis of Surugatoxin, Prosurugatoxin, and Neosurugatoxin

抄録

Two myo-inositol derivatives (4) and (5), required for the total synthesis of surugatoxin, prosurugatoxin, and neosurugatoxin, were prepared. Synthesis of (±)-2, 3-O-cyclohexylidene-4, 5-O-isopropylidene-1-O-methoxymethyl-myo-inositol (4) was achieved from (±)-1-O-benzoyl-2, 3-O-cyclohexylidene-4, 5-O-isopropylidene-myo-inositol (6) in 4 steps, and (-)-2, 3-O-cyclohexylidene-1, 4-di-O-methoxymethyl-5-O-[2', 3', 4'-tri-O-acetyl-β-D-xylopyranosyl]-myo-inositol (5) was synthesized from (±)-1-O-benzoyl-2, 3-O-cyclohexylidene-5, 6-O-isopropylidene-myo-inositol (12) in 7 steps.