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Details

Stereochemistry ACHIRAL
Molecular Formula C4H9F3O3SSi
Molecular Weight 222.258
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Trimethylsilyl triflate

SMILES

C[Si](C)(C)OS(=O)(=O)C(F)(F)F

InChI

InChIKey=FTVLMFQEYACZNP-UHFFFAOYSA-N
InChI=1S/C4H9F3O3SSi/c1-12(2,3)10-11(8,9)4(5,6)7/h1-3H3

HIDE SMILES / InChI

Molecular Formula C4H9F3O3SSi
Molecular Weight 222.258
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Activation of glycosyl trichloroacetimidates with perchloric acid on silica (HClO(4)-SiO(2)) provides enhanced alpha-selectivity.
2010-09-23
Synthesis and reactivity of sulfur(II) dications stabilized using monodentate ligands.
2010-09-06
Acetic acid aldol reactions in the presence of trimethylsilyl trifluoromethanesulfonate.
2010-08-06
Improved synthesis of 2'-deoxy-2'-[18F]-fluoro-1-beta-D-arabinofuranosyl-5-iodouracil ([18F]-FIAU).
2010-05
Synthesis of marine polycyclic polyethers via endo-selective epoxide-opening cascades.
2010-03-19
N-myristoyltransferase from Leishmania donovani: structural and functional characterisation of a potential drug target for visceral leishmaniasis.
2010-03-05
Mild deprotection of methylene acetals in combination with trimethylsilyl triflate-2,2'-bipyridyl.
2010-03
FerriCast: a macrocyclic photocage for Fe3+.
2010-02-01
Synthesis of 1H-indole-2,3-dione-3-thiosemicarbazone ribonucleosides as antibacterial agents.
2010-01
An N,N'-diamidocarbene: studies in C-H insertion, reversible carbonylation, and transition-metal coordination chemistry.
2009-11-11
Structure-based design of benzimidazole sugar conjugates: synthesis, SAR and in vivo anti-inflammatory and analgesic activities.
2009-11
Estrone derived steroidal diepoxide: biologically active compound and precursor of a stable steroidal A,B-spiro system.
2009-11
Remarkable effect of 2,2'-bipyridyl: mild and highly chemoselective deprotection of methoxymethyl (MOM) ethers in combination with TMSOTf (TESOTf)-2,2'-bipyridyl.
2009-08-07
Intramolecular formal [4 + 2] cycloaddition of nitriles with amides triggered by TMSOTf/Et3N: highly efficient construction of pyrrolo[1,2-a]pyrimidin-4(6H)-ones.
2009-08-07
On reactions of steroidal 23-oxo and 23,24-epoxysapogenins with Lewis acids.
2009-08
Synthesis of novel purine nucleosides towards a selective inhibition of human butyrylcholinesterase.
2009-07-15
Divergent synthesis of three classes of aryl N-glycosides by solvent control.
2009-01-16
2,3-Diphosphino-1,4-diphosphonium ions.
2008-11-19
Concise synthesis of a pentasaccharide related to the anti-leishmanial triterpenoid saponin isolated from Maesa balansae.
2008-09-05
A direct and stereospecific approach to the synthesis of alpha-glycosyl thiols.
2008-06-21
Characterization of Aquifex aeolicus 4-diphosphocytidyl-2C-methyl-d-erythritol kinase - ligand recognition in a template for antimicrobial drug discovery.
2008-06
Tertiary arsine-stabilised arsenium salts: syntheses and comparisons with phosphine analogues.
2008-05-14
Reagent-based, modular, tandem Michael approach for obtaining different indoline alkaloid-inspired polycyclic architectures.
2008-04-19
One-pot enol silane formation-Mukaiyama aldol-type addition to dimethyl acetals mediated by TMSOTf.
2008-04-18
A tungstenVI nitride having a W2(mu-N)2 core.
2008-03-03
A diastereoselective ring contraction of 1,3-dioxepins to 2,3,4-trisubstituted and tetrasubstituted tetrahydrofurans.
2008-01-18
Trimethylsilyl trifluoromethanesulfonate (TMSOTf) assisted facile deprotection of N,O-acetonides.
2008-01-18
Synthesis and quantitative evaluation of Glycero-D-manno-heptose binding to concanavalin A by fluorous-tag assistance.
2008
Regioselective one-pot protection of glucose.
2008
Halogen-metal exchange in 1,2-dibromobenzene and the possible intermediacy of 1,2-dilithiobenzene.
2007-12-07
Synthesis, structure, and electrochemistry of di- and zerovalent nickel, palladium, and platinum monomers and dimers derived from an enantiopure (S,S)-tetra(tertiary phosphine).
2007-09-17
First o-glycosylation from unprotected 1-thioimidoyl hexofuranosides assisted by divalent cations.
2007-07-20
Cyclotetraphosphinophosphonium ions: synthesis, structures, and pseudorotation.
2007-06-13
Novel unsaturated sucrose ethers and their application as monomers.
2007-03-28
Silyl-modified Bellus-Claisen rearrangement.
2007-03-14
High-throughput five minute microwave accelerated glycosylation approach to the synthesis of nucleoside libraries.
2007-01-05
Synthesis of ribonucleosides by condensation using trimethylsilyl triflate.
2007-01
Nucleophilic substitution at the anomeric position of 1,2-O-isopropylidenefuranose derivatives. A novel stereoselective synthesis of cyclic phosphates analogous to cAMP.
2006-12-29
Mononucleating bis(beta-diketonate) ligands and their titanium(IV) complexes.
2006-12-11
Aryl C-glycosylation of phenols with glycosyl trifluoroacetimidates.
2006-11-27
A new synthesis of alpha-arbutin via Lewis acid catalyzed selective glycosylation of tetra-O-benzyl-alpha-D-glucopyranosyl trichloroacetimidate with hydroquinone.
2006-08-14
Highly stereoselective asymmetric Pummerer reactions that incorporate intermolecular and intramolecular nonbonded S...O interactions.
2006-08-02
Contrasting reactivity of thioglucoside and selenoglucoside donors towards promoters: implications for glycosylation stereocontrol.
2006-07-24
Synthesis of a galacto-configured C-ketoside-based gamma-sugar-amino acid and its use in peptide coupling reactions.
2006-07-24
Unusual transannular cyclization products of sarcophytoxide, a 14-membered marine cembranoid: anomalous stereochemistry of epoxide-ketone rearrangement.
2006-07-06
Syntheses of alpha-D-galactosamine neoglycolipids.
2006-05-22
Dizinc alkoxides and amides supported by binucleating bis(amidoamine) ligands.
2006-02-20
A synthetic cycle for H2/CO activation and allene synthesis using recyclable zirconium complexes.
2005-12-14
Semisynthetic 15-O-acyl- and 1,15-di-O-acyleurycomanones from Eurycoma longifolia as potential antimalarials.
2005-10
[NMR study on the determination of structure in the protected glucosamineoside].
2004-11
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:21:37 GMT 2025
Edited
by admin
on Mon Mar 31 21:21:37 GMT 2025
Record UNII
Z84V0CBH9J
Record Status Validated (UNII)
Record Version
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Name Type Language
Trimethylsilyl triflate
MI  
Systematic Name English
TRIMETHYLSILYL TRIFLATE [MI]
Preferred Name English
TRIMETHYLSILYL TRIFLUOROMETHYLSULFONATE
Systematic Name English
1,1,1-TRIFLUOROMETHANESULFONIC ACID TRIMETHYLSILYL ESTER
Systematic Name English
TRIMETHYLSILYLTRIFLUOROMETHANE SULFONATE
Systematic Name English
TRIMETHYLSILANOL TRIFLUOROMETHANESULFONATE
Systematic Name English
Code System Code Type Description
CAS
27607-77-8
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY
ECHA (EC/EINECS)
248-565-4
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY
WIKIPEDIA
Trimethylsilyl triflate
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY
PUBCHEM
65367
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY
MERCK INDEX
m11161
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID2067325
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY
FDA UNII
Z84V0CBH9J
Created by admin on Mon Mar 31 21:21:37 GMT 2025 , Edited by admin on Mon Mar 31 21:21:37 GMT 2025
PRIMARY