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A Highly Efficient and Useful Synthetic Protocol for the Cleavage of tert-Butyldimethylsilyl(TBS) Ethers Using a Catalytic Amount of Acetyl Chloride in Dry Methanol

Abu T. Khan*, Ejabul Mondal

*Department of Chemistry, Indian Institute of Technology, North Guwahati, Guwahati-781039, Assam, India, Email:

A. T. Khan, E. Mondal, Synlett, 2003, 694-698.

DOI: 10.1055/s-2003-38360


Abstract

Various tert-butyldimethylsilyl (TBDMS) ethers as well as tert-butyldiphenylsilyl (TBDPS) ethers can be easily deprotected by employing a catalytic amount of acetyl chloride in dry MeOH in good yields. This mild and convenient method tolerates various other protecting groups and does not lead to acylated or chlorinated byproducts.

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Key Words

deprotection, tert-butyldimethylsilyl ethers, tert-butyldiphenylsilyl ethers, acetyl chloride


ID: J60-Y2003-1200