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Usage

Uses

Used in Chemical Synthesis:
DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE is used as a silylation reagent to introduce the dimethylthexylsilyl (TDS) group in chemical reactions. It helps protect certain functional groups during synthesis, allowing for selective reactions to occur.
Used in Complexation:
DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE is used as a complexation reagent to activate electrophiles in chemical reactions. This activation allows for more efficient reactions to take place, improving the overall yield and selectivity of the process.
Used in Pharmaceutical Industry:
DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE is used as a reagent in the synthesis of various pharmaceutical compounds. Its ability to protect functional groups and activate electrophiles makes it a valuable tool in the development of new drugs and drug candidates.
Used in Research and Development:
DIMETHYL-(2,3-DIMETHYL-2-BUTYL)SILYL TRIFLUOROMETHANESULFONATE is used in research and development laboratories for the synthesis and study of new chemical compounds. Its unique properties make it a useful tool for chemists working on a wide range of projects, from drug discovery to materials science.

Preparation

Dimethylthexylsilyl chloride and trifluoromethanesulfonic acid are heated to 60°Cfor 4–5 h and the resulting silyl ester is isolated by distillation.

InChI:InChI=1/C9H19F3O3SSi/c1-7(2)8(3,4)17(5,6)15-16(13,14)9(10,11)12/h7H,1-6H3

Upstream product

• 1493-13-6 trifluorormethanesulfonic acid 
• 67373-56-2 chlorodimethyl(1,1,2-trimethylpropyl)silane 
• 108-48-5 2,6-dimethylpyridine 
• 75-85-4 tert-Amyl alcohol 

Downstream Products

• 107496-21-9 (+)-(2S,2'R)-1-<(2'-Thexyldimethylsilyl)-1'-phenylprop-1'-ylideneamino>-2-methoxymethylpyrrolidine 
• 125184-70-5 (E)-1-{(3R,3aS,6R)-6-Benzyloxy-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2,2-dimethyl-2,3,3a,4,5,6-hexahydro-pentalen-1-yl}-3-trimethylsilanyl-propenone 
• 125184-69-2 (E)-1-{(3R,3aS,6R)-6-Benzyloxy-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2,2-dimethyl-2,3,3a,4,5,6-hexahydro-pentalen-1-yl}-3-trimethylsilanyl-prop-2-en-1-ol 
• 125184-70-5 (E)-1-{(3R,3aS)-6-Benzyloxy-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2,2-dimethyl-2,3,3a,4,5,6-hexahydro-pentalen-1-yl}-3-trimethylsilanyl-propenone 
• 125184-69-2 (E)-1-{(3R,3aS)-6-Benzyloxy-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2,2-dimethyl-2,3,3a,4,5,6-hexahydro-pentalen-1-yl}-3-trimethylsilanyl-prop-2-en-1-ol 
• 125184-68-1 (3R,3aS)-6-Benzyloxy-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2,2-dimethyl-2,3,3a,4,5,6-hexahydro-pentalene-1-carbaldehyde 
• 125184-78-3 {(3R,3aS)-6-Benzyloxy-3-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2,2-dimethyl-2,3,3a,4,5,6-hexahydro-pentalen-1-yl}-methanol 

Relevant academic research and scientific papers

Silanes, process for their preparation, and their use

Compounds of the formula Ia STR1 in which X and R1 to R6 are as defined in the claims, are obtainable by reacting monochlorosilanes of the formula II STR2 with tetrasubstituted ethylenes of the formula III STR3 X as Cl and Br can be replaced by ester groups of inorganic and organic acids. The compounds of the formula I and those with other ester groups are suitable especially as a protective-group reagent for hydroxyl, mercapto, carboxyl, amino and amide groups.

THEXYLDIMETHYLSILYL CHLORIDE, AN EASILY ACCESSIBLE REAGENT FOR THE PROTECTION OF ALCOHOLS

The silylation of alcohols, amines, amides, mercaptans and acids with the readily available thexyldimethylsilyl chloride (TDS-CI) is described.The stabilities of the silyl ethers are examined using different cleavage conditions and compared in part with the stabilities of the corresponding tert-butyldimethylsilyl derivatives.