Method for selectivelly removing isopropyl from diisoprop ketal sugar derivative

Abstract

A process for selectively removing isopropylidene from diisopropylidene ketalose derivative includes such steps as immersing nano-TiO2 in the solution of sulfuric acid, filtering, drying calcining to obtain the catalyst SO4 / TiO2, dissolving diisopropylidene ktalose derivative in the aqueous solution of methanol or ethanol or acetonitrile, adding said catalyst, reacting at 10-40 deg.C for 10-20 hr, and purifying.

Description

technical field The invention relates to a method for selectively removing isopropylidene groups from diisopropylidene ketal sugar derivatives, which belongs to the technology for preparing monoisopropylidene ketal sugar derivatives. Background technique The cyclic isopropylidene ketal protecting group is a common protecting group in sugar chemistry. The isopropylidene protecting group is easy to introduce, it is stable in many neutral and alkaline media, and can be removed under acidic conditions, and it will not introduce new chiral centers, so it is widely used in sugars, rings Protection of diols in compounds such as alcohols. When there are two or more isopropylidene groups, under the action of an acid, the isopropylidene group at the terminal position in the molecule is generally easier to remove than the isopropylidene group at other positions, and the reaction (by 1,2 ; 5,6-oxo-diisopropylidene-α-D-glucose is an example) as shown in the reaction formula: Arora...

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Problems solved by technology

There are literature and patent reports on solid acid SO 4 2- / TiO 2 It is used for reactions such as esterification and ether formation, but there are no literature and patent reports for the selective deprotection method of diisopropylidene monosaccharide