tert-butyldimethylsilyl trifluoromethanesulfonate Triflate / TBDMS Triflate

Lifechem Products

tert-Butyldimethylsilyl trifluoromethanesulfonate Tbdms Triflate

tert-butyldimethylsilyl trifluoromethanesulfonate Triflate / TBDMS Triflate

TBDMS triflate, also known as TBDMSOTf (tert-butyldimethylsilyl trifluoromethanesulfonate), is a commonly used reagent in organic synthesis, particularly in protecting group chemistry. It is derived from trifluoromethanesulfonic acid (triflic acid) and tert-butyldimethylsilyl chloride.

Composition: TBDMS triflate is composed of carbon, hydrogen, fluorine, oxygen, sulfur, and silicon atoms. Its chemical formula is C7H15F3O3SSi.

Application of tert-butyldimethylsilyl trifluoromethanesulfonate Triflate

Protection of Hydroxyl Groups: tert-butyldimethylsilyl trifluoromethanesulfonate is commonly used to protect hydroxyl groups in alcohols, carbohydrates, and other organic molecules. This protection strategy allows for the selective manipulation of other functional groups without affecting the hydroxyl group.
Protection of Amino Groups: tert-butyldimethylsilyl trifluoromethanesulfonate can also be utilized to protect amino groups in amines and amino acids. This protection is particularly useful in peptide synthesis and other organic reactions involving amines.
Stereochemical Control: tert-butyldimethylsilyl trifluoromethanesulfonateprotection can be used to control stereochemistry in organic synthesis by selectively blocking certain reactive sites, thus directing the formation of specific stereoisomers.