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005263
tert-Butyldimethylsilyl trifluoromethanesulfonate
CAS Number: 69739-34-0
Molecular Formula: C7H15F3O3SSi
Molecular Weight: 264.34
MDL Number: MFCD00000405
Structure of tert-Butyldimethylsilyl trifluoromethanesulfonate
Product Number Your Price Order
005263-5g
  $20.00 
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005263-25g
  $44.00 
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005263-100g
  $110.00 
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A powerful electrophilic reagent for the introduction of the tert-butyl-dimethylsilyl group.1 It can promote a rapid and efficient chalcogenide-Morita-Baylis-Hillman reaction with a thiolane2 and conjugate propargylation of tributylallenylstannane3. Used to provide a regioselective and reversible protecting group for adenine.4  Also employed in silylation of 1,1-dialkoxy-2-propanones5 and rare silylative hydroxyalkylation of amide compounds with chiral aldehydes6.

1. Tetrahedron 1999, 55, 3515.
2. Tetrahedron Lett. 2006, 47, 3553.
3. Angew. Chem. Int. Ed. 2006, 45, 5991.
4. Tetrahedron Lett. 1996, 37, 7833.
5. Russ. J. Org. Chem.  2003, 39, 1393.
6. Tetrahedron 2004, 60, 2957.
Properties
Purity: 98%
Bp: 65-67°/12mm
Mp:
Density: 1.151
Refractive Index: 1.3850
Safety
RTECS:
Risk Statements: 10-34-37
Safety Statements: 26-36/37/39-45
MSDS: See MSDS