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)