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TBS-OTf

tert-Butyldimethylsilyl Trifluoromethanesulfonate


Other Names:

TBDMS triflate

Trifluoromethanesulfonic acid tert-butyldimethylsilylester





General Information:


Structure:



CAS Number: 69739-34-0

Molecular Weight: 264.34 g/mol

Boiling Point: 65-67 C

Density: 1.151 g/mL


tert-Butyldimethylsilyl trifluoromethanesulfonate (TBS-OTf) is generally used as a reagent for installing TBS protecting groups. A similar reagent is tert-butyldimethylsilyl chloride (TBS-Cl).




Common Uses:


Reagent for TBS protection of alcohols



Procedure excerpt:

A mixture of the SM (2.0 g, 10.0 mmol), 2,6-lutidine (2.13 g, 19.9 mmol), TBSOTf (3.1 g, 14.9 mmol), and DCM (30 mL) was stirred at RT for 2 h. The reaction mixture was . . .

[full procedure]




References:


1) www.sigmaaldrich.com: tert-Butyldimethylsilyl Trifluoromethanesulfonate (link)