120743-99-9

Usage

Uses

Used in Pharmaceutical Industry:
4-((TERT-BUTYLDIMETHYLSILYL)OXY)BENZALD& is used as a reagent for the synthesis of benzimidazoles, which are important structural motifs in the development of pharmaceutical compounds. Benzimidazoles exhibit a wide range of biological properties, making them valuable in the creation of drugs for various therapeutic applications.
Used in Chemical Research:
In the field of chemical research, 4-((TERT-BUTYLDIMETHYLSILYL)OXY)BENZALD& is utilized as a reagent for the synthesis of various organic compounds. Its unique reactivity and the presence of the tert-butyldimethylsilyl ether group make it a valuable tool for exploring new chemical reactions and developing novel synthetic pathways.
Used in Material Science:
4-((TERT-BUTYLDIMETHYLSILYL)OXY)BENZALD& can also be employed in material science for the development of new materials with specific properties. The synthesis of benzimidazoles and other organic compounds using this reagent can lead to the creation of advanced materials with applications in various industries, such as electronics, coatings, and textiles.

InChI:InChI=1/C13H20O2Si/c1-13(2,3)16(4,5)15-12-8-6-11(10-14)7-9-12/h6-10H,1-5H3

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 1122-91-4 4-bromo-benzaldehyde 
• 678187-53-6 (tert-butyldimethylsilyl)diphenylphosphine 
• 288-32-4 1H-imidazole 
• 100-51-6 benzyl alcohol 
• 6399-81-1 triphenylphosphine hydrobromide 
• 41879-37-2 t-butyldimethylsilyl amine 
• 623-27-8 terephthalaldehyde, 
• 138585-08-7 (4-((tert-butyldimethylsilyl)oxy)phenyl)methanol 
• 117635-46-8 1-(tert-butyldimethylsilyloxy)-4-((tert-butyldimethylsilyloxy)methyl)benzene 
• 69739-34-0 t-butyldimethylsiyl triflate 
• 351-70-2 benzyl trifluoroacetate 
• 156878-45-4 4-<(tert-Butyldimethylsilyl)oxy>benzyl trifluoroacetate 

Downstream Products

• 438457-58-0 (4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)methylene diacetate 
• 566899-11-4 [4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-(2-methoxy-phenyl)-methanol 
• 118736-04-2 (4-(dimethoxymethyl)phenoxy)(tert-butyl)dimethylsilane 
• 123-08-0 4-hydroxy-benzaldehyde 
• 244293-43-4 ethyl (E)-3-(4-(((tert-butyldimethylsilyl)oxy)phenyl)acrylate) 
• 194156-04-2 1-(4-((tert-butyldimethylsilyl)oxy)phenyl)prop-2-en-1-ol 
• 849813-42-9 7-(tert-butyldimethylsilanyloxy)-1-(4-hydroxyphenyl)hept-1-en-3-one 
• 849813-41-8 7-(tert-butyldimethylsilanyloxy)-1-[4-(tertbutyldimethylsilanyloxy)phenyl]hept-1-en-3-one 
• 676596-85-3 (E)-1-(3,5-bis-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethene 
• 849346-98-1 2,5-bis[(4-tert-butyldimethylsilyloxyphenyl)(hydroxy)methyl]thiophene 
• 930106-40-4 C₁₇H₂₅FO₃Si 
• 930106-41-5 C₁₇H₂₅BrO₃Si 
• 930106-42-6 C₁₈H₂₈O₃Si 

Relevant academic research and scientific papers

Dearomatizing spirocyclization of thioureas, ureas and guanidines

An investigation of the dearomatization reactions of benzylic thioureas, ureas and guanidines using hypervalent iodine reagents is described. Initial attempts to perform this reaction with methyl aryl ethers was compromised by electrophilic addition leadi

Bioluminescent coelenterazine derivatives with imidazopyrazinone C-6 extended substitution

Three novel coelenterazine (CTZ) derivatives with extension at the C-6 position of the imidazopyrazinone structure show significant bioluminescence emission with known renilla luciferase variants, indicating a promising method to develop CTZ derivatives w

Catalytic synthesis of aldehydes and ketones under mild conditions using tempo/oxone

A novel, metal-free oxidation system for the catalytic synthesis of aldehydes and ketones - TEMPO/Oxone - has been developed. An optimized reaction protocol proved especially successful for the synthesis of ketones. Additionally, the influence of quarternary ammonium salts on the catalysis was studied. The mild conditions of this novel procedure were shown to tolerate even sensitive silyl protective groups which can otherwise be cleaved in the presence of Oxone.

A General Strategy for Through-Bond Energy Transfer Fluorescence Probes Combining Intramolecular Charge Transfer: A Silyl Ether System for Endogenous Peroxynitrite Sensing

A general strategy is reported for developing through-bond energy transfer (TBET) fluorescence probes by combining intramolecular charge transfer (ICT). The strategy uses a coplanar donor-π-bridge-acceptor system (SiOPh-PyOH) without spirolactam. The off-on switch of TBET and ICT is controlled by coplanar structure changes in the sensing process instead of spirolactam ring-opening in traditional TBET probes. DFT calculations showed that the energy and charge transfers from SiOPh to PyOH are prohibited. Since the SiOPh has no fluorescence, the probe SiOPh-PyOH shows fluorescence properties similar to that of pyrene. After sensing ONOO?, the silyl ether is removed and the probe changes into ?OPh-PyO?. Electron-donating ICT from OPh to PyO? induces a large redshift of emission to 594 nm (179 nm shift). TBET from OPh to PyO? ensures the probe exhibits a large pseudo-Stokes shift of 213 nm. Furthermore, the probe was successfully used in endogenous ONOO? detection. This study offers a new strategy for the construction of TBET probes emitting in the red region without spirolactam ring-opening, a new ONOO? sensing system using silyl ether as a reaction site, and a method for the deprotection of silyl ethers with ONOOH under mild conditions.

Synthesis of amphiphilic diblock copolymers of isotactic polystyrene-block-isotactic poly(p-hydroxystyrene) using a titanium complex with an [OSSO]-type bis(phenolate) ligand and sequential monomer addition

A series of isotactic diblock copolymers of polystyrene-block-poly(p-tert-butyldimethylsilyloxystyrene) (iPS-b-iP(p-TBDMSOS)) were successfully synthesized using living coordination polymerization techniques with a kind of titanium dichloro complex contai

Bismuth compounds in organic synthesis. Bismuth nitrate catalyzed chemoselective synthesis of acylals from aromatic aldehydes

Aromatic aldehydes are smoothly converted into the corresponding acylals in good yields in the presence of 3-10mol% Bi(NO3) 3·5H2O. Ketones are not affected under the reaction conditions. The relatively non-toxic nature of the catalyst, its ease of handling, easy availability and low cost make this procedure especially attractive for large-scale synthesis.

Metallocene-mediated synthesis of chain-end functionalized polypropylene and application in PP/clay nanocomposites

This paper summarizes our research in the preparation of chain end functionalized isotactic polypropylene (PP) having a terminal functional group, such as Cl, OH, and NH2. The chemistry involves metallocene-mediated propylene polymerization usi

Microwave-assisted protection of phenols as tert-butyldimethylsilyl (TBDMS) ethers under solvent-free conditions

A facile, time-saving procedure to protect phenols with tert-butyldimethylsilyl chloride using imidazole as catalyst under solvent-free conditions is described. Several phenolic compounds with different substitution patterns can be silylated in high yield

Cyclic Diaryl λ3-Bromanes: A Rapid Access to Molecular Complexity via Cycloaddition Reactions

Biaryls have widespread applications in organic synthesis. However, sequentially polysubstituted biaryls are underdeveloped due to their challenging preparation. Herein, we report the synthesis of dissymetric 2,3,2′,3′,4-substituted biaryls via pericyclic reactions of cyclic diaryl λ3-bromanes. The functional groups tolerance and atom economy allow access to molecular complexity in a single reaction step. Continuous flow protocol has been designed for the scale-up of the reaction, while postfunctionalizations have been developed taking advantage of the residual Br-atom.

Polysulfonate supported chiral diamine-nickel catalysts: Synthesis and applications

A series of chiral polysulfonate cyclohexyldiamine-Ni(II) catalysts were prepared via sulfur (VI) fluoride exchange click-reactions. The catalysts exhibited good catalytic activity and enantioselectivity in the Michael addition of malonates to nitroalkene