146952-73-0

Usage

Uses

Used in Organic Synthesis:
(4-(((Tert-Butyldiphenylsilyl)Oxy)Methyl)Phenyl)Methanol is used as a protecting group in organic synthesis to temporarily shield the reactivity of the hydroxyl group. This allows for the selective occurrence of specific reactions, facilitating the synthesis of complex molecules.
Used in Pharmaceutical Production:
(4-(((Tert-Butyldiphenylsilyl)Oxy)Methyl)Phenyl)Methanol is also utilized in the production of pharmaceuticals, where its unique structure and reactivity contribute to the development of novel drugs with specific therapeutic properties.
Used in Agrochemical Production:
(4-(((Tert-Butyldiphenylsilyl)Oxy)Methyl)Phenyl)Methanol is employed in the synthesis of agrochemicals, potentially aiding in the development of new compounds for agricultural applications, such as pesticides or herbicides.
Used in Fine Chemicals Production:
Its unique structure and reactivity also make (4-(((Tert-Butyldiphenylsilyl)Oxy)Methyl)Phenyl)Methanol a valuable tool in the production of other fine chemicals, where it can be used to create complex molecules with specific functions and properties.

Upstream product

• 171243-35-9 methyl 4-({[tert-butyl(diphenyl)silyl]oxy}methyl)benzoate 
• 146952-72-9 4-[(tert-butyldimethylsilyloxy)methyl]-1-[(tert-butyldiphenylsilyloxy)methyl]benzene 
• 589-29-7 p-xylylene glycol 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Downstream Products

• 146952-72-9 4-[(tert-butyldimethylsilyloxy)methyl]-1-[(tert-butyldiphenylsilyloxy)methyl]benzene 
• 175230-55-4 tert-butyldiphenyl-(4-iodomethylbenzyloxy)-silane 
• 196880-62-3 (4-{(1R,2S,3R)-1,3-Bis-[4-((1S,2S,3R)-1,3-dimethoxy-2-methoxymethyl-butyl)-benzyloxy]-2-[4-((1S,2S,3R)-1,3-dimethoxy-2-methoxymethyl-butyl)-benzyloxymethyl]-butyl}-benzyloxy)-tert-butyl-diphenyl-silane 
• 196880-56-5 (4-{(1R,2S,3R)-1,3-Bis-[4-((1R,2S,3R)-1,3-dimethoxy-2-methoxymethyl-butyl)-benzyloxy]-2-[4-((1R,2S,3R)-1,3-dimethoxy-2-methoxymethyl-butyl)-benzyloxymethyl]-butyl}-benzyloxy)-tert-butyl-diphenyl-silane 
• 196880-66-7 C₅₇H₈₃BrO₁₂ 
• 196880-65-6 C₅₇H₈₃BrO₁₂ 
• 196880-64-5 (4-{(1R,2S,3R)-1,3-Bis-[4-((1S,2S,3R)-1,3-dimethoxy-2-methoxymethyl-butyl)-benzyloxy]-2-[4-((1S,2S,3R)-1,3-dimethoxy-2-methoxymethyl-butyl)-benzyloxymethyl]-butyl}-phenyl)-methanol 
• 196880-58-7 (4-{(1R,2S,3R)-1,3-Bis-[4-((1R,2S,3R)-1,3-dimethoxy-2-methoxymethyl-butyl)-benzyloxy]-2-[4-((1R,2S,3R)-1,3-dimethoxy-2-methoxymethyl-butyl)-benzyloxymethyl]-butyl}-phenyl)-methanol 
• 196880-57-6 (4-{(1S,2S,3R)-1,3-Bis-[4-((1S,2S,3R)-1,3-dimethoxy-2-methoxymethyl-butyl)-benzyloxy]-2-[4-((1S,2S,3R)-1,3-dimethoxy-2-methoxymethyl-butyl)-benzyloxymethyl]-butyl}-phenyl)-methanol 
• 196880-63-4 (4-{(1S,2S,3R)-1,3-Bis-[4-((1R,2S,3R)-1,3-dimethoxy-2-methoxymethyl-butyl)-benzyloxy]-2-[4-((1R,2S,3R)-1,3-dimethoxy-2-methoxymethyl-butyl)-benzyloxymethyl]-butyl}-phenyl)-methanol 
• 196880-60-1 C₅₇H₈₃BrO₁₂ 
• 196880-59-8 C₅₇H₈₃BrO₁₂ 
• 196880-50-9 (1S,2S,3R)-1-[4-(tert-Butyl-diphenyl-silanyloxymethyl)-phenyl]-2-hydroxymethyl-butane-1,3-diol 
• 155908-11-5 (1R,2S,3R)-1-[4-(tert-Butyl-diphenyl-silanyloxymethyl)-phenyl]-2-hydroxymethyl-butane-1,3-diol 

Relevant academic research and scientific papers

Hafnium Triflate as a Highly Potent Catalyst for Regio- and Chemoselective Deprotection of Silyl Ethers

As a Group IVB transition metal Lewis acid, hafnium triflate [Hf(OTf) 4 ] exhibited exceptionally high potency in desilylations. Since the amounts of Hf(OTf) 4 required for the deprotection of 1°, 2°, 3° alkyl and aryl tert -butyldimethylsilyl (TBS) ethers are significantly different, ranging from 0.05 mol% to 3 mol%, regioselective deprotection of TBS could be easily implemented. Moreover, chemoselective cleavage of different silyl ethers or removal of TBS in the presence of most hydroxyl protecting groups was also accomplished. NMR analyses of silyl products from TBS deprotection indicated that Hf(OTf) 4 -catalyzed desilylation may proceed via different mechanisms, depending on the solvent used.

Hafnium trifluoromethanesulfonate catalyzed silyl ether protecting group removing method

The invention provides a hafnium trifluoromethanesulfonate catalyzed silyl ether protecting group removing method. Various silyl ether protecting groups of nearly 50 kinds of substrates can be efficiently removed in 0.5-16 hours at room temperature by taking 0.02mol%-0.3mol% hafnium trifluoromethanesulfonate as a catalyst, a silyl ether protected hydroxyl compound as a substrate and conventional AR methanol as a solvent. 42 kinds of silyl ether protecting group removing products can be obtained at high yield by performing conventional slica column chromatography purification on a crude product. By regulating the use amount of the catalyst, the Hf(OTf)4 catalyst can realize regioselective removal of 1-degree, 2-degree and 3-degree alkyl TBS and aryl TBS protective groups. Moreover, in a proper equivalent scope, the Hf(OTf)4 catalyst can also realize 1) chemoselective removal of different kinds of silica-based protective groups; and 2) chemoselective removal of 1-degree TBS protective groups under the condition of not affecting a majority of common hydroxyl protective groups.

Development of inhibitors against mycobacterium abscessus tRNA (m1G37) Methyltransferase (TrmD) Using Fragment-Based Approaches

Mycobacterium abscessus (Mab) is a rapidly growing species of multidrug-resistant nontuberculous mycobacteria that has emerged as a growing threat to individuals with cystic fibrosis and other pre-existing chronic lung diseases. Mab pulmonary infections are difficult, or sometimes impossible, to treat and result in accelerated lung function decline and premature death. There is therefore an urgent need to develop novel antibiotics with improved efficacy. tRNA (m1G37) methyltransferase (TrmD) is a promising target for novel antibiotics. It is essential in Mab and other mycobacteria, improving reading frame maintenance on the ribosome to prevent frameshift errors. In this work, a fragment-based approach was employed with the merging of two fragments bound to the active site, followed by structure-guided elaboration to design potent nanomolar inhibitors against Mab TrmD. Several of these compounds exhibit promising activity against mycobacterial species, including Mycobacterium tuberculosis and Mycobacterium leprae in addition to Mab, supporting the use of TrmD as a target for the development of antimycobacterial compounds.

Mild and selective deprotection of tert -butyl(dimethyl)silyl ethers with catalytic amounts of sodium tetrachloroaurate(III) dihydrate

A simple and mild method for the removal of tert-butyl(dimethyl)silyl (TBS) protecting groups with catalytic amounts of sodium tetrachloroaurate(III) dihydrate is described. The procedure permits selective deprotection of aliphatic TBS ethers in good to excellent yields in the presence of aromatic TBS ethers, aliphatic triisopropylsilyl ethers, aliphatic tert-butyl(diphenyl)silyl ethers, or sterically hindered aliphatic TBS ethers. Additionally, TBS ethers can also be transformed into 4-methoxybenzyl ethers or methyl ethers in one pot by using larger quantities of the catalyst and a higher reaction temperature.

Selective catalytic oxidation of alcohols, aldehydes, alkanes and alkenes employing manganese catalysts and hydrogen peroxide

The manganese-containing catalytic system [MnIV,IV 2O3(tmtacn)2]2+ (1)/carboxylic acid (where tmtacn=N,N′,N′′-trimethyl-1,4,7-triazacyclononane), initially identified for the cis-dihydroxylation and epoxidation of alkenes, is applied for a wide range of oxidative transformations, including oxidation of alkanes, alcohols and aldehydes employing H2O2 as oxidant. The substrate classes examined include primary and secondary aliphatic and aromatic alcohols, aldehydes, and alkenes. The emphasis is not primarily on identifying optimum conditions for each individual substrate, but understanding the various factors that affect the reactivity of the Mn-tmtacn catalytic system and to explore which functional groups are oxidised preferentially. This catalytic system, of which the reactivity can be tuned by variation of the carboxylato ligands of the in situ formed [MnIII,III 2(O)(RCO2)2(tmtacn)2]2+ dimers, employs H2O2 in a highly atom efficient manner. In addition, several substrates containing more than one oxidation sensitive group could be oxidised selectively, in certain cases even in the absence of protecting groups. Copyright

A new approach to tubacin

Tubacin, histone deacetylases, allyl borane reaction, stereoselective ketal formation, solution phase synthesis, hydroxyamide synthesis.A new simple synthesis of tubacin is reported. It entails the formation of the syn-1,3-diol unit and its stereoselective ketalization with a functionalized benzaldehyde derivative.

Discovery of novel thieno[2,3-d]pyrimidin-4-yl hydrazone-based inhibitors of Cyclin D1-CDK4: Synthesis, biological evaluation and structure-activity relationships. Part 2

The design, synthesis and evaluation of novel thieno[2,3-d]pyrimidin-4-yl hydrazone analogues as cyclin-dependent kinase 4 (CDK4) inhibitor are described. Focusing on the optimization of the heteroaryl moiety at the hydrazone with substituted phenyl group

Synthesis of 7200 small molecules based on a substructural analysis of the histone deacetylase inhibitors trichostatin and trapoxin.

Seventy-two hundred potential inhibitors of the histone deacetylase (HDAC) enzyme family, based on a 1,3-dioxane diversity structure, were synthesized on polystyrene macrobeads. The compounds were arrayed for biological assays in a "one bead-one stock sol

Synthesis and Properties of First and Second Generation Chiral Dendrimers with Triply Branched Units: A Spectacular Case of Diastereoselectivity

Chiral triols (which may be considered as derivatives of tris(hydroxymethyl)methane), without (3-5) and with aliphatic (6) or aromatic (7) elongating units, and the 1st- and 2nd-generation benzylic branched bromides, 17, 18, 23, 24, 29, and 30 are subject

A short synthesis of 4-substituted 1-(hydroxyalkyl)-1H-pyrazolo[3,4-d]pyrimidines

A simple and practical procedure was developed for the preparation of 4-substituted-1-(hydroxyalkyl)-1H-pyrazolo[3,4-d]pyrimidines. This was achieved by reacting nucleobase 3a or 3b with cesium carbonate or DBU in the presence of various alkyl iodides at 0°C in DMF. This procedure appears to be of general utility, proceeds in reasonable yield, and is applicable to different alkyl chain lengths including protected and unprotected alcohols. The synthetic utility of this approach is demonstrated by the facile synthesis of ST 689, a potent immunostimulatory drug.