TBS-Cl

tert-Butyldimethylsilyl Chloride

Other Names:

TBDMSCl

tert-Butyl(chloro)dimethylsilane

tert-Butyldimethylchlorosilane

General Information:

Structure:

CAS Number: 18162-48-6

Molecular Weight: 150.72 g/mol

Melting Point: 86-89 C

Boiling Point: 125 C

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

Common Uses:

Reagent for TBS protection of alcohols

Procedure excerpt:

To a mixture of the SM (2.35 g, 5.36 mmol) and imidazole (729 mg, 10.72 mmol) in DMF (30 mL) at RT was added TBSCl (1.21 g, 8.04 mmol). The reaction mixture . . .

[full procedure]

References:

1) Patent Reference: WO2016011390, page 271, (20.2 MB)

2) www.sigmaaldrich.com: tert-Butyldimethylsilyl chloride (link)