An efficient method for the cleavage of tert-butyldiphenylsilyl ethers catalyzed by 1,3-dibromo-5,5-dimethylhydantoin

Abstract

An efficient method for the deprotection of tert-butyldiphenylsilyl (TBDPS) ethers using 1,3-dibromo-5,5-dimethylhydantoin (DBH) as catalyst and dimethyl sulfoxide (DMSO) as solvent has been established. This method is useful for many kinds of compounds, such as carbohydrates, steroids, benzyl alcohols and primary fatty alcohols. Substrates bearing acetates, benzoates, pivaloates, mesylates, and benzyl and p-methoxybenzyl ethers are compatible.

Graphical abstract

Keywords:

• 1,3-dibromo-5,5-dimethylhydantoin
• deprotection
• protecting group
• tert-Butyldiphenylsilyl ethers

Additional information

Funding

Financial support from the Shandong Provincial Education Department, China [Grant No. J18KB083] is gratefully acknowledged.