94844-33-4

Usage

Uses

Used in Organic Synthesis:
TBMEP is used as a reagent or intermediate in the preparation of other chemical compounds, taking advantage of its silane compound properties and versatile structure. Its ability to participate in a range of chemical reactions makes it a valuable asset in the synthesis of various organic molecules.
Used in Research and Development:
Due to its unique silicon-containing structure, TBMEP is utilized in research and development to explore its potential applications in diverse chemical reactions. This can lead to the discovery of new synthetic pathways, the creation of novel compounds, and the enhancement of existing chemical processes.
Used in Chemical Reactions:
TBMEP is employed as a reactant in various chemical reactions, where its silane compound nature allows for the formation of new products with different functional groups and molecular structures. This contributes to the expansion of the chemical compound library and the development of new materials with specific properties and applications.

Upstream product

• 36032-75-4 triethyl phosphonoacetate 
• 89922-82-7 3-(tert-butyldimethylsilanyloxy)propionaldehyde 
• 73842-99-6 3-tert-butyldimethylsilyloxy-1-propanol 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 90708-75-1 5-{[(tert-butyldimethyl)silyl]oxy}pent-2-ynoic acid ethyl ester 

Downstream Products

• 718608-25-4 ethyl (3R)-3-{benzyl[(1R)-1-phenylethyl]amino}-5-{[tert-butyl(dimethyl)silyl]oxy}pentanoate 
• 118635-66-8 (E)-5-((tert-butyldimethylsilyl)oxy)pent-2-en-1-al 
• 1262750-11-7 2-((4R,5R)-5-(((4-methoxybenzyl)oxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acetaldehyde 
• 22668-36-6 ethyl 5-oxopentanoate 
• 70255-36-6 (Z)-1'-acetoxy-2'-penten-5'-yl 3-benzenesulfonyl-3-carbomethoxypropanoate 
• 73843-02-4 3-Benzenesulfonyl-oxocan-2-one 
• 73843-03-5 3-Benzenesulfonyl-4-ethyl-tetrahydro-pyran-2-one 
• 70255-36-6 (E)-1'-acetoxy-2'-penten-5'-yl-3-benzenesulfonyl-3-carbomethoxy-propanoate 
• 70255-39-9 (E)-1-acetoxy-2-penten-5-yl benzenesulfonylacetate 

Relevant academic research and scientific papers

A Doetz benzannulation route to the enantioselective synthesis of (-)- and (+)-juglomycin A

Two synthetic routes based on a Doetz benzannulation toward the enantioselective synthesis of naphthoquinone antibiotics (-)- and (+)-juglomycin A are described. The stereoinducing step is based on asymmetric dihydroxylation. The syntheses are completed in seven to eight steps from Fischer carbene 12.

Formal synthesis of Cladospolide C & epi-Cladospolide C using R-(+)-γ-valerolactone as a chiral synthon

The formal synthesis of Cladospolide-C and its analog is achieved by using enantiopure (R)-γ–valerolactone 10. The significant points of this synthesis are the stereoselective dihydroxylation of α, β-unsaturated ester 16 using Sharpless protocol, Wittig o

Mechanistic Details of Asymmetric Bromocyclization with BINAP Monoxide: Identification of Chiral Proton-Bridged Bisphosphine Oxide Complex and Its Application to Parallel Kinetic Resolution

The mechanism of our previously reported catalytic asymmetric bromocyclization reactions using 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) monoxide was examined in detail by the means of control experiments, NMR studies, X-ray structure analysis, and CryoSpray electrospray ionization mass spectrometry (ESI-MS) analysis. The chiral BINAP monoxide was transformed to a key catalyst precursor, proton-bridged bisphosphine oxide complex (POHOP·Br), in the presence of N-bromosuccinimide (NBS) and contaminating water. The thus-formed POHOP further reacts with NBS to afford BINAP dioxide and molecular bromine (Br2) simultaneously in equimolar amounts. While the resulting Br2 is activated by NBS to form a more reactive brominating reagent (Br2─NBS), BINAP dioxide serves as a bifunctional catalyst, acting as both a Lewis base that reacts with Br2─NBS to form a chiral brominating agent (P═O+─Br) and also as a Br?nsted base for the activation of the substrate. By taking advantage of this novel concerted Lewis/Br?nsted base catalysis by BINAP dioxide, we achieved the first regio- and chemodivergent parallel kinetic resolutions (PKRs) of racemic unsymmetrical bisallylic amides via bromocyclization.

Modular Fragment Synthesis and Bioinformatic Analysis Propose a Revised Vancoresmycin Stereoconfiguration

Elaborate fragments of the proposed stereostructure of the complex polyketide antibiotic vancoresmycin have been synthesized in a stereoselective fashion based on a modular and convergent approach. Significant nuclear magnetic resonance differences in one of these subunits compared with the natural product question the proposed stereoconfiguration. Consequently, an extensive bioinformatics analysis of the biosynthetic gene cluster was carried out, leading to a revised stereoconfigurational proposal for this highly potent antibiotic.

Fischer Carbene Pentannulation with Alkynes Having Adjacent Carbonate or Acyloxy Groups: Synthesis of 3-Substituted 1-Indanones

Various aryl Fischer carbenes reacted with alkynes having adjacent acyloxy or carbonate groups to regioselectively deliver 3-substituted 1-indanones. The acyloxy or carbonate group probably coordinates with the Cr metal to give a tetra-coordinated chromium complex forming a six-membered ring that retards CO insertion for ketene formation, which is required for benzannulation. Alternatively, the ortho position aryl ring attack results in pentannulation, providing regioselectively 3-substituted 1-indanones. The method is extended to the synthesis of the core structure of 3-epi-mutisianthol.

3-(2,3-DIHYDRO-1H-INDEN-5-YL)PROPANOIC ACID DERIVATIVES AND THEIR USE AS NRF2 REGULATORS

The present invention relates to compounds of Formula (I), and Formula (II), wherein B is benzotriazolyl, phenyl, triazolopyridinyl, or -(CH2)2-triazolyl each of which may be unsubstituted or substituted by 1, 2, or 3 substituents independently chosen from -C1-3 alkyl, -O-C1-3 alkyl, CN, - (CH2)2-O-(CH2)2-OR4 and halo; and D is -C(O)OH, -C(O)NHSO2CH3, -SO2NHC(O)CH3, 5-(trifluoromethyl)-4H-1,2,4-triazol-2-yl, or tetrazolyl; and their use as NRF2 regulators.

TETRASUBSTITUTED ALKENE COMPOUNDS AND THEIR USE

Disclosed herein are compounds, or pharmaceutically acceptable salts thereof, and methods of using the compounds for treating breast cancer by administration to a subject in need thereof a therapeutically effective amount of the compounds or pharmaceutically acceptable salts thereof. The breast cancer may be an ER-positive breast cancer and/or the subject in need of treatment may express a mutant ER-α protein.

NRF2 REGULATORS

The present invention relates to aryl analogs, pharmaceutical compositions containing them and their use as Nrf2 regulators.

Palladium-Catalyzed Long-Range Deconjugative Isomerization of Highly Substituted α,β-Unsaturated Carbonyl Compounds

The long-range deconjugative isomerization of a broad range of α,β-unsaturated amides, esters, and ketones by an in situ generated palladium hydride catalyst is described. This redox-economical process is triggered by a hydrometalation event and is thermodynamically driven by the refunctionalization of a primary or a secondary alcohol into an aldehyde or a ketone. Di-, tri-, and tetrasubstituted carbon-carbon double bonds react with similar efficiency; the system is tolerant toward a variety of functional groups, and olefin migration can be sustained over 30 carbon atoms. The refunctionalized products are usually isolated in good to excellent yield. Mechanistic investigations are in support of a chain-walking process consisting of repeated migratory insertions and β-H eliminations. The bidirectionality of the isomerization reaction was established by isotopic labeling experiments using a substrate with a double bond isolated from both terminal functions. The palladium hydride was also found to be directly involved in the product-forming tautomerization step. The ambiphilic character of the in situ generated [Pd-H] was demonstrated using isomeric trisubstituted α,β-unsaturated esters. Finally, the high levels of enantioselectivity obtained in the isomerization of a small set of α-substituted α,β-unsaturated ketones augur well for the successful development of an enantioselective version of this unconventional isomerization.

Total synthesis of phorboxazole B

An efficient and highly convergent total synthesis of the potent antitumor agent phorboxazole B has been achieved. The synthetic strategy of this synthesis features: 1) a highly efficient substrate-controlled hydrogenation to construct the functionalized