Facile preparation of mono-2-O-modified eicosa-O-methylcyclomaltoheptaoses (-β-cyclodextrins) Original Research Article

Mono-2-O-benzylated eicosa-O-methylcyclomaltoheptaose (-β-cyclodextrin) was prepared in one pot from cyclomaltoheptaose (β-cyclodextrin) in 33% isolated yield and quantitatively converted to mono-2-OH-free eicosa-O-methylcyclomaltoheptaose, which is the key compound for further modification. Transformation of this 2-OH group successfully gave several mono-2-O-modified eicosa-O-methylcyclomaltoheptaoses such as the acetate, the N,N-dimethylcarbamate, the N-n-butylcarbamate, the methanesulfonate, and the S-methyldithiocarbonate.