Acetonide

In organic chemistry, an acetonide is the functional group composed of the cyclic ketal of a diol with acetone.

[1] The protecting group can be removed by hydrolysis of the ketal using dilute aqueous acid.

[2] The hexaol mannitol reacts with 2,2-dimethoxypropane to give the bis-acetonide, which oxidizes to give the acetonide of glyceraldehyde:[3][4] An example of its use as a protecting group in a complex organic synthesis is the Nicolaou Taxol total synthesis.

The acetonides of corticosteroid are used in dermatology, because their increased lipophilicity leads to better penetration into the skin.

[5][6] This organic chemistry article is a stub.