49757-42-8

Basic information

• Product Name: 4,4',4''-TRIMETHOXYTRITYL CHLORIDE
• Synonyms: 1,1’,1’’-(chloromethylidyne)tris[4-methoxy-benzen;4,4',4''-TRIMETHOXYTRITYL CHLORIDE;Chlorotris(4-methoxyphenyl)methane~4,4,4-Trimethoxytriphenylmethyl chloride;Trimethoxy trityl chloride;4,4',4''-TRIMETHOXYTRITYL CHLORIDE, TECH .;4,4',4''-trimethoxytriphenylmethyl chloride;chlorotris(4-methoxyphenyl)methane;Tris(4-methoxyphenyl)methyl chloride
• CAS NO: 49757-42-8
• Molecular Formula: C₂₂H₂₁ClO₃
• Molecular Weight: 368.85
• EINECS: 256-474-6
• Product Categories: Others;Protecting and Derivatizing Reagents;Protection and Derivatization
• Mol File: 49757-42-8.mol

Chemical Properties

• Melting Point: 146-148 °C(lit.)
• Boiling Point: 497.8°Cat760mmHg
• Flash Point: 160.7°C
• Appearance: /
• Density: 1.166g/cm³
• Storage Temp.: Store at 0-5°C
• Sensitive: Moisture Sensitive
• BRN: 892836
• CAS DataBase Reference: 4,4',4''-TRIMETHOXYTRITYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4',4''-TRIMETHOXYTRITYL CHLORIDE(49757-42-8)
• EPA Substance Registry System: 4,4',4''-TRIMETHOXYTRITYL CHLORIDE(49757-42-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 49757-42-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4,4',4''-TRIMETHOXYTRITYL CHLORIDE is used as a reagent for the formation of compounds with a Triphenylmethyl Motif, which is essential in the development of a family of anticancer drugs. This motif is known for its potential in targeting and treating various types of cancer, making it a valuable component in the pharmaceutical industry's fight against cancer.
Used in Research and Development:
In the field of research and development, 4,4',4''-TRIMETHOXYTRITYL CHLORIDE is utilized as a key reagent in the synthesis of novel compounds with potential applications in cancer treatment. Its role in creating the Triphenylmethyl Motif allows researchers to explore new avenues in drug discovery and design, ultimately contributing to the advancement of cancer therapeutics.
Used in Chemical Synthesis:
4,4',4''-TRIMETHOXYTRITYL CHLORIDE is also employed in chemical synthesis processes, where it aids in the creation of complex molecular structures with the Triphenylmethyl Motif. This motif is not only limited to pharmaceutical applications but can also be found in other chemical compounds with various uses, making 4,4',4''-TRIMETHOXYTRITYL CHLORIDE a versatile reagent in the field of chemical synthesis.

Upstream product

• 28550-87-0 Tris-(4-methoxy-phenyl)-methyl 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 94-30-4 ethyl 4-methoxybenzoate 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 3010-81-9 tris(4-methoxyphenyl)methanol 
• 75-36-5 acetyl chloride 

Downstream Products

• 3010-81-9 tris(4-methoxyphenyl)methanol 
• 28550-87-0 Tris-(4-methoxy-phenyl)-methyl 
• 1027241-67-3 1-{3-[Tris-(4-methoxy-phenyl)-methoxy]-propyl}-piperidine-3-carboxylic acid ethyl ester 
• 154776-46-2 4,4',4-trimethoxytritylamine 
• 204640-25-5 {(1R,4S)-3-Bromo-4-[tris-(4-methoxy-phenyl)-methoxy]-cyclopent-2-enyloxy}-tert-butyl-dimethyl-silane 
• 904291-41-4 5'-O-[benzhydryloxy-bis(trimethylsilyloxy)silyl]-N4-(4,4',4-trimethoxytrityl)-2'-deoxycytidine 
• 1126878-46-3 5'-O-[benzhydryloxy-bis(trimethylsilyloxy)silyl]-N2-(4,4',4-trimethoxytrityl)-2'-deoxyguanosine 
• 904291-45-8 C₅₇H₇₇N₄O₁₁PSi₃ 
• 950202-99-0 C₅₈H₇₇N₆O₁₁PSi₃ 
• 1310452-00-6 C₅₁H₆₁N₅O₉Si₃ 
• 1310451-90-1 C₃₂H₃₃N₅O₆ 
• 1448260-83-0 methyl 3-[(2,4-dinitrophenylsulfonyl){2-[tris(4-methoxyphenyl)methoxy]ethyl}amino]butanoate 
• 1448261-00-4 methyl 3-({2-[tris(4-methoxyphenyl)methoxy]ethyl}amino)butanoate 
• 1448260-96-5 3-({2-[tris(4-methoxyphenyl)methoxy]ethyl}amino)butanoic acid 

Relevant articles and documents

Halogen Transfer to Carbon Radicals by High-Valent Iron Chloride and Iron Fluoride Corroles

High-valent iron halide corroles were examined to determine their reactivity with carbon radicals and their ability to undergo radical rebound-like processes. Beginning with Fe(Cl)(ttppc) (1) (ttppc = 5,10,15-tris(2,4,6-triphenylphenyl)corrolato3-), the new iron corroles Fe(OTf)(ttppc) (2), Fe(OTf)(ttppc)(AgOTf) (3), and Fe(F)(ttppc) (4) were synthesized. Complexes 3 and 4 are the first iron triflate and iron fluoride corroles to be structurally characterized by single crystal X-ray diffraction. The structure of 3 reveals an AgI-pyrrole (η2-π) interaction. The Fe(Cl)(ttppc) and Fe(F)(ttppc) complexes undergo halogen transfer to triarylmethyl radicals, and kinetic analysis of the reaction between (p-OMe-C6H4)3C?and 1 gave k = 1.34(3) × 103 M-1 s-1 at 23 °C and 2.2(2) M-1 s-1 at -60 °C, ΔHL = +9.8(3) kcal mol-1, and ΔSL = -14(1) cal mol-1 K-1 through an Eyring analysis. Complex 4 is significantly more reactive, giving k = 1.16(6) × 105 M-1 s-1 at 23 °C. The data point to a concerted mechanism and show the trend X = F- > Cl- > OH- for Fe(X)(ttppc). This study provides mechanistic insights into halogen rebound for an iron porphyrinoid complex.

Determining the Inherent Selectivity for Carbon Radical Hydroxylation versus Halogenation with FeIII(OH)(X) Complexes: Relevance to the Rebound Step in Non-heme Iron Halogenases

The first structural models of the proposed cis-FeIII(OH)(halide) intermediate in the non-heme iron halogenases were synthesized and examined for their inherent reactivity with tertiary carbon radicals. Selective hydroxylation occurs for these cis-FeIII(OH)(X) (X = Cl, Br) complexes in a radical rebound-like process. In contrast, a cis-FeIII(Cl)2 complex reacts with carbon radicals to give halogenation. These results are discussed in terms of the inherent reactivity of the analogous rebound intermediate in both enzymes and related catalysts.

Synthesis and biological evaluation of novel N-substituted nipecotic acid derivatives with an alkyne spacer as GABA uptake inhibitors

In this study, we present the synthesis and structure–activity relationships (SAR) of novel N-substituted nipecotic acid derivatives closely related to (S)-SNAP-5114 (2) in the pursuit of finding new and potent mGAT4 selective inhibitors. By the use of iminium ion chemistry, a series of new N-substituted nipecotic acid derivatives containing a variety of heterocycles, and an alkyne spacer were synthesized. Biological evaluation of the prepared compounds showed, how the inhibitory potency and subtype selectivity for the murine GABA transporters (mGATs) were influenced by the performed modifications.

Oxidative gold catalysis meets photochemistry - Synthesis of benzo[a]fluorenones from diynes

Diynes bearing one terminal and one triarylmethylsubstituted alkyne were converted into complex benzofluorenone derivatives via a one-pot process involving a gold-catalyzed step followed by a photocyclization/oxidation. In the first step an Noxide was used to position-selectively generate an a-oxo carbenoid at the terminal alkyne which after a regioselective 1,6-carbene transfer along the tethered tritylalkyne and a subsequent aryl 1,2-shift furnished tetraphenylethylene-like derivatives. These intermediates were successfully transformed to fluorenones via oxidative photocyclization.

Synthesis, crystal structure, and luminescence of tetrakis(4-methoxyphenyl) methane

A new synthesis of a tetrahedral tecton, tetrakis(4-methoxyphenyl)methane, is reported. This compound exhibits a strong fluorescence around 340 nm at room temperature, both in solution and in the solid state. Upon crystallization, another luminescence band can be observed around 500 nm, attributed to phosphorescence. A study of the single-crystal structure of the compound provided a rationalization of this crystallization induced phosphorescence. The crystal of tetrakis(4-methoxyphenyl)methane belongs to the tetragonal space group P4?21c, and the structural analysis revealed a close packing of the molecules, with no void space and no solvent molecules in the crystal. The molecules are held together in a columnar array via multiple C-Ha?π hydrogen bonds. The hydrogen bonds between the molecules impede the torsional vibrations of the aromatic rings, preventing thermal relaxation from the triplet state, and hence promoting phosphorescence at room temperature.

Synthesis of N-substituted acyclic β-amino acids and their investigation as GABA uptake inhibitors

In this publication, we describe the synthesis of new inhibitors for the GABA transporter subtypes GAT1 and especially GAT3. We started with 3-aminopropanoic acid possessing a distinct preference for GAT3 in comparison to GAT1 and furthermore its homolog

The Effect of Both ?-Donor Substituents and Acid Media on the Formation of Trityl Cations, Studied by Relaxation Methods and NMR-Spectroscopy

Trityl trifluoroacetates were taken to study why ion formation from ionogens is favoured by acid media.From relaxation measurements, NMR-spectroscopy and conductivity studies it was found that this effect is due to anion solvation by acid, namely a specific solvation of the free anions and a statistical solvation of the anions bound in the ionogen.This leads to a drastically reduced ion recombination rate constant even at low concentrations of acid and an increased dissociation rate constant at rather high concentrations of acid. -.Keywords: Kinetics/ Ion solvation/ Carbenium ions/ NMR-spectroscopy