• 1. An amphipathic trans-acting phosphorothioate RNA element delivers an uncharged phosphorodiamidate morpholino sequence in mdx mouse myotubes?
  H. V. Jain,D. Verthelyi,S. L. Beaucage RSC Adv., 2017,7, 42519-42528
• 2. An amorphous carbon nitride/NiO/CoN-based composite: a highly efficient nonprecious electrode for supercapacitors and the oxygen evolution reaction?
  Huifang Yang,Haoran Guo,Peidong Fan,Xinpan Li,Wenlu Ren,Rui Song Nanoscale, 2020,12, 7024-7034
• 3. An ion-gating multinanochannel system based on a copper-responsive self-cleaving DNAzyme?
  Yang Chen,Di Zhou,Zheyi Meng,Jin Zhai Chem. Commun., 2016,52, 10020-10023
• 4. An investigation of the electrochemical delithiation process of carbon coated α-Fe2O3nanoparticles
  Adrian Brandt,Florian Winter,Sebastian Klamor,Frank Berkemeier,Jatinkumar Rana,Rainer P?ttgen,Andrea Balducci J. Mater. Chem. A, 2013,1, 11229-11236
• 5. An amino group functionalized metal–organic framework as a luminescent probe for highly selective sensing of Fe3+ ions?
  Zhonghua Xiang,Chuanqi Fang,Sanhua Leng,Dapeng Cao J. Mater. Chem. A, 2014,2, 7662-7665

• Other Chemical Reagents Organic Metal Reagents

Introduction to 2-tert-Butyldimethylsilyloxyethanol (CAS No. 102229-10-7)

2-tert-Butyldimethylsilyloxyethanol, with the chemical formula C?H??NO?Si and CAS number 102229-10-7, is a specialized organosilicon compound that has garnered significant attention in the field of synthetic chemistry and pharmaceutical research. This compound serves as a versatile intermediate in the synthesis of various functionalized molecules, particularly in the development of fine chemicals and bioactive compounds. Its unique structural features, combining a hydroxyl group with a tert-butyldimethylsilyl (TBS) protecting group, make it an invaluable tool for protecting alcohols during multi-step synthetic processes.

The TBS (tert-butyldimethylsilyl) group is a widely used protective group in organic synthesis due to its stability under a broad range of reaction conditions. It effectively shields the hydroxyl functionality from nucleophilic attack, allowing for selective modifications elsewhere in the molecule. This property is particularly useful in complex synthetic schemes where selective deprotection is required without affecting other sensitive functional groups. The hydroxyl group of 2-tert-butyl-dimethyl-silyloxyethanol can be selectively deprotected under mild acidic or basic conditions, making it a preferred choice for researchers aiming to manipulate alcohol moieties with precision.

In recent years, the demand for high-quality protecting groups has surged due to advancements in drug discovery and medicinal chemistry. The pharmaceutical industry relies heavily on such reagents to streamline synthetic pathways and improve yield consistency. 2-tert-butyl-dimethyl-silyloxyethanol has been employed in the synthesis of various drug candidates, where its ability to protect alcohols while maintaining overall molecular integrity is crucial. Its application extends beyond pharmaceuticals into agrochemicals and materials science, where similar protecting group strategies are employed.

One of the most compelling aspects of 2-tert-butyl-dimethyl-silyloxyethanol is its compatibility with a wide range of reaction conditions. It remains stable under conditions that would typically dehydrate or oxidize alcohols, such as strong acids or bases or high temperatures. This stability has made it a staple in laboratory settings where harsh reaction conditions are often necessary. Additionally, its solubility in organic solvents like dichloromethane, tetrahydrofuran (THF), and diethyl ether further enhances its utility in various synthetic protocols.

The synthesis of 2-tert-butyl-dimethyl-silyloxyethanol typically involves the reaction of ethylene oxide with tert-butylmagnesium bromide followed by silylation with chlorotrimethylsilane. This two-step process highlights the compound's reliance on well-established organometallic chemistry principles. The intermediate alcohol formed from ethylene oxide is then converted into the TBS ether through an SN2 displacement reaction. This synthetic route underscores the importance of high-purity reagents and controlled reaction conditions to achieve optimal yields.

In academic research, 2-tert-butyl-dimethyl-silyloxyethanol has been utilized in studies exploring new synthetic methodologies and catalyst systems. For instance, recent work has demonstrated its use in asymmetric synthesis, where chiral auxiliaries or catalysts are employed to induce stereoselectivity during alcohol protection. Such studies contribute to the growing body of knowledge on enantioselective organic transformations, which are critical for developing enantiomerically pure pharmaceuticals with enhanced efficacy and reduced side effects.

The compound's role in drug development has been further highlighted by its incorporation into libraries of protected compounds used for high-throughput screening (HTS). HTS campaigns require large quantities of well-defined molecular entities to identify lead compounds for further optimization. The reliability and consistency of 2-tert-butyl-dimethyl-silyloxyethanol as a protecting agent make it an essential component in these screening programs. Its ability to withstand harsh purification techniques and storage conditions ensures that researchers can focus on downstream applications without concerns about degradation or contamination.

From a practical standpoint, the commercial availability of 2-tert-butyl-dimethyl-silyloxyethanol has significantly impacted research efficiency across multiple disciplines. Reagent suppliers have recognized the growing need for specialized protecting groups and have expanded their catalogs to include compounds like this one. This trend reflects broader advancements in chemical manufacturing technologies that enable the production of complex organosilicon derivatives at scale while maintaining stringent quality control measures.

The environmental considerations surrounding organosilicon compounds have also driven innovation in their design and application. While silanes are known for their reactivity with moisture, efforts have been made to develop more stable derivatives that minimize unwanted side reactions. 2-tert-butyl-dimethyl-silyloxyethanol, with its bulky TBS group, exhibits excellent hydrolytic stability compared to simpler alkoxysilanes. This stability not only improves reaction yields but also reduces waste generation by minimizing decomposition products.

Future research directions may explore novel applications of 2-tert-butyl-dimethyl-silyloxyethanol beyond traditional protecting group roles. For example, its incorporation into supramolecular assemblies or as a precursor for functionalized polymers could open new avenues in materials science. The ability to precisely control molecular architecture through selective deprotection strategies may lead to innovative materials with tailored properties for applications ranging from coatings to biodegradable polymers.

In conclusion,2-tert-butyl-dimethyl-silyloxyethanol (CAS No. 102229-10-7) represents a cornerstone compound in modern synthetic chemistry and pharmaceutical research. Its unique combination of stability, selectivity, and versatility makes it indispensable for chemists working on complex molecular architectures. As research continues to evolve, this compound will undoubtedly remain at the forefront of innovation, driving progress across multiple scientific disciplines.

• 1224439-44-4(4-(Dimethyl-t-butylsilyloxy)butan-1-ol-d8)
• 764650-43-3(2-tert-Butyldimethylsilyloxyethanol-d4)
• 56176-76-2(1,3-Propanediol, 2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-)
• 63121-18-6(1,2-Propanediol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (R)-)
• 113534-13-7(2-Propanol,1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (2S)-)
• 131326-39-1(Ethanol, 2-[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethoxy]-)
• 97057-70-0(Lithium,[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy-kO]propyl-kC]-)
• 85951-08-2(1,2-Propanediol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-)
• 85951-09-3(1,3-Bis(tert-Butyldimethylsiloxy)-2-propanol)
• 73842-99-6(3-(tert-Butyldimethylsilyl)oxy-1-propanol)