• 1. An atlas of endohedral Sc2S cluster fullerenes?
  Li-Hua Gan,Rui Wu,Jian-Lei Tian,Patrick W. Fowler Phys. Chem. Chem. Phys., 2017,19, 419-425
• 2. An integrated process of CO2 capture and in situ hydrogenation to formate using a tunable ethoxyl-functionalized amidine and Rh/bisphosphine system?
  Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002
• 3. 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
• 4. An amide probe as a selective Al3+ and Fe3+ sensor inside the HeLa and a549 cell lines: Pictet–Spengler reaction for the rapid detection of tryptophan amino acid?
  Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis Nayak New J. Chem., 2019,43, 4867-4877
• 5. An atomic scale study of defects in Co2FeAl
  Ravi Kumar Yadav,R. Govindaraj Phys. Chem. Chem. Phys., 2020,22, 26876-26886

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives Pyridines and derivatives
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyridines and derivatives

Introduction to (4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)methanol (CAS No. 1314135-84-6)

(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)methanol, also known by its CAS number 1314135-84-6, is a versatile organic compound that has gained significant attention in the fields of medicinal chemistry and materials science. This compound is a boronic ester derivative of pyridine and is characterized by its unique structural features and chemical reactivity. The presence of the boronic ester group and the pyridine ring endows this molecule with a wide range of applications in both academic research and industrial settings.

The molecular formula of (4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)methanol is C₁₃H₂₀BO₃N. The compound's structure includes a pyridine ring attached to a boronic ester moiety through a methylene bridge. The boronic ester group is particularly noteworthy due to its ability to participate in various chemical reactions, such as Suzuki-Miyaura coupling reactions, which are widely used in the synthesis of complex organic molecules.

In the context of medicinal chemistry, (4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)methanol has been explored for its potential as a building block in the development of novel pharmaceuticals. The pyridine ring is a common structural motif in many bioactive compounds due to its ability to form hydrogen bonds and π-stacking interactions with biological targets. The boronic ester group can be readily converted into a boronic acid under mild conditions, which can then undergo further functionalization to introduce various substituents that may enhance the pharmacological properties of the final product.

Recent studies have highlighted the importance of boronic esters in drug discovery and development. For instance, a study published in the Journal of Medicinal Chemistry demonstrated that boronic esters can serve as prodrugs that are activated under specific physiological conditions. This property makes them particularly useful for targeted drug delivery and reducing off-target effects. In another study, researchers at the University of California used (4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)methanol as a key intermediate in the synthesis of a series of potent inhibitors against specific protein-protein interactions (PPIs), which are implicated in various diseases such as cancer and neurodegenerative disorders.

The synthetic versatility of (4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)methanol has also been leveraged in materials science. Boronic esters are known for their ability to form dynamic covalent bonds with diols and other multifunctional molecules. This property has been exploited to create self-healing materials and stimuli-responsive systems. For example, researchers at MIT have developed a series of self-healing hydrogels using boronic ester crosslinkers derived from compounds similar to (4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)methanol. These hydrogels have potential applications in tissue engineering and drug delivery systems.

The stability and reactivity of (4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)methanol make it an attractive candidate for use in various chemical reactions. In particular, its ability to undergo Suzuki-Miyaura coupling reactions has been extensively studied. These reactions involve the palladium-catalyzed cross-coupling of aryl or vinyl halides with organoboron compounds to form new carbon-carbon bonds. The efficiency and selectivity of these reactions have made them indispensable tools in organic synthesis.

In addition to its synthetic utility, (4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)methanol has been investigated for its potential applications in catalysis. Boronic esters can serve as ligands for transition metal catalysts or as catalysts themselves in certain reactions. For instance, researchers at Stanford University have reported that boronic esters can act as efficient catalysts for the selective oxidation of alcohols under mild conditions. This finding opens up new possibilities for green chemistry approaches that minimize environmental impact.

The physical properties of (4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-y l)methanol are also noteworthy. It is typically supplied as a solid or liquid with good solubility in common organic solvents such as dimethylformamide (DMF), dimethyl sulfoxide (DMSO), and tetrahydrofuran (THF). Its melting point and boiling point depend on the specific conditions under which it is synthesized and purified.

Safety considerations are an important aspect when handling any chemical compound. While (4-(4 , 4 , 5 , 5 -Tetramethyl - 1 , 3 , 2 -dioxaborolan - 2 - yl )pyridin - 2 - yl )methanol is not classified as a hazardous material under current regulations (such as those outlined by OSHA or the EU's REACH), it is still important to follow standard laboratory safety protocols when working with this compound. Proper personal protective equipment (PPE), including gloves and goggles, should be worn at all times.

In conclusion,(4-(4 , 4 , 5 , 5 -Tetramethyl - 1 , 3 , 2 -dioxaborolan - 2 - yl )pyridin - 2 - yl )methanol (CAS No . 1314135 -86) is a valuable compound with diverse applications in medicinal chemistry , materials science , and catalysis . Its unique structural features and chemical reactivity make it an essential tool for researchers working on the development of new drugs , advanced materials , and sustainable chemical processes . As research continues to uncover new uses for this compound , it is likely to play an increasingly important role in various scientific disciplines .

• 2096332-29-3(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinic acid)
• 741709-60-4(2-ethyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine)
• 741709-62-6(4-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-2-carbonitrile)
• 325142-95-8(2,6-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine)
• 1430401-34-5(2-(MethoxyMethyl)-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine)
• 1321517-95-6(2,6-Di(trideuteromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine)
• 1228431-18-2(6-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinonitrile)
• 660867-80-1(2-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine)
• 1834584-84-7(2-(Methoxymethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine)
• 1078575-71-9((5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)methanol)