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.

see article for more examples

---

---

Key Words

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

---

ID: J60-Y2003-1200