Iodine and its interhalogen compounds: Versatile reagents in carbohydrate chemistry IX. A mild and selective deprotection of tert-butyldimethylsilyl (TBDMS) ethers in the presence of various protecting groups using iodine monobromide

Treatment of O-tert-butyldimethylsilyl (TBDMS) ethers of simple alcohols, c arbohydrates or nucleosides with iodine monobromide in methanol or acetonit rile constitutes an effective method for their facile deprotection. The met hod can tolerate acid labile functionalities such as acetals, O-p-methoxybe nzyl ethers, etc, as well as base labile groups such as esters and amides. An O-tert-butyldiphenylsilyl ether also survives the reaction conditions.