Production Method 1

1138434-30-6

84110-40-7

Reaction Conditions

1.1 Reagents: Silica Solvents: Water ;  rt

Reference

Potassium methyltrifluoroborate

Molander, Gary A.; Petrillo, Daniel E., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2016, 1, 1-8

Production Method 2

1138434-30-6

84110-40-7

Reaction Conditions

1.1 Reagents: Silica ,  Water Solvents: Water ;  1 h, rt

Reference

Efficient Hydrolysis of Organotrifluoroborates via Silica Gel and Water

Molander, Gary A.; Cavalcanti, Livia N.; Canturk, Belgin; Pan, Po-Shen; Kennedy, Lauren E., Journal of Organic Chemistry, 2009, 74(19), 7364-7369

Production Method 3

84110-40-7

Reaction Conditions

1.1 Reagents: Magnesium Catalysts: Iodine Solvents: Tetrahydrofuran ;  rt → 40 °C
1.2 Reagents: Trimethyl borate ;  40 °C; overnight, rt
1.3 Reagents: Hydrochloric acid Solvents: Water

Reference

Study on the synthesis of hydrochloride of 1-(1-amino-3-methylbutyl)borate pinacol

Zheng, Yongsheng; Guo, Ju; Chen, Dan; Li, Feng; Yang, Yue; et al, Huaxue Yanjiu Yu Yingyong, 2008, 20(12), 1630-1632

Production Method 4

84110-40-7

Reaction Conditions

1.1 Reagents: Magnesium Solvents: Tetrahydrofuran ;  0 °C
1.2 Reagents: Trimethyl borate Solvents: Tetrahydrofuran ;  -20 °C; overnight, rt; rt → 0 °C
1.3 Reagents: Sulfuric acid Solvents: Water ;  2 h, 0 °C

Reference

Syntheses and characterization of molecular weight enlarged olefin metathesis pre-catalysts

Keraani, Adel; Nasser, Ghassan; Shahane, Saurabh; Renouard, Thierry; Bruneau, Christian ; et al, Comptes Rendus Chimie, 2017, 20(7), 717-723

Production Method 5

1138434-30-6

84110-40-7

Reaction Conditions

1.1 Solvents: Water ;  1 - 2 h, rt

Reference

Unlocking the Accessibility of Alkyl Radicals from Boronic Acids through Solvent-Assisted Organophotoredox Activation

Ranjan, Prabhat; Pillitteri, Serena ; Coppola, Guglielmo; Oliva, Monica; Van der Eycken, Erik V.; et al, ACS Catalysis, 2021, 11(17), 10862-10870

Production Method 6

84110-40-7

Reaction Conditions

1.1 Solvents: Dichloromethane

Reference

Gas chromatography of homologous esters. XXXIV. Alkyl borate and boronate esters

Haken, J. K.; Abraham, F., Journal of Chromatography, 1991, 550(1-2), 155-70

(2-methylpropyl)boronic acid Raw materials

• potassium trifluoro(2-methylpropyl)boranuide

(2-methylpropyl)boronic acid Preparation Products

• (2-methylpropyl)boronic acid (84110-40-7)

• 1. An approach to biodegradable star polymeric architectures using disulfide coupling?
  Jingquan Liu,Huiyun Liu,Zhongfan Jia,Volga Bulmus,Thomas P. Davis Chem. Commun., 2008, 6582-6584
• 2. An artificial CO-releasing metalloprotein built by histidine-selective metallation?
  Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
• 3. An artificial photosynthesis system comprising a covalent triazine framework as an electron relay facilitator for photochemical carbon dioxide reduction?
  Siquan Zhang,Shengyao Wang,Liping Guo,Hao Chen,Bien Tan,Shangbin Jin J. Mater. Chem. C, 2020,8, 192-200
• 4. An Appraisal of pH triggered Bacitracin drug release, through composite hydrogel systems
  RabailGul,MariamMir,MurtazaNAli
• 5. An air-stable organometallic polymer containing titanafluorene moieties obtained by the Sonogashira–Hagihara cross-coupling polycondensation?
  Alvin Tanudjaja,Shinsuke Inagi,Fusao Kitamura,Toshikazu Takata,Ikuyoshi Tomita Dalton Trans., 2021,50, 3037-3043

• Other Chemical Reagents Derivatization Reagents
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Introduction to (2-methylpropyl)boronic Acid (CAS No. 84110-40-7)

(2-methylpropyl)boronic acid, with the chemical formula C?H??BO?, is a boronic acid derivative that has garnered significant attention in the field of pharmaceutical and chemical research. This compound, identified by its CAS number 84110-40-7, is widely recognized for its utility in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. The unique structural properties of this molecule make it a valuable tool in the development of novel therapeutic agents and advanced materials.

The significance of (2-methylpropyl)boronic acid lies in its ability to facilitate carbon-carbon bond formation, which is a cornerstone of modern drug discovery. Boronic acids, in general, are known for their high reactivity and selectivity, making them indispensable in synthetic chemistry. Specifically, the 2-methylpropyl substituent enhances the compound's solubility and stability, thereby broadening its applicability in various chemical transformations.

In recent years, the pharmaceutical industry has witnessed a surge in the use of boronic acid derivatives due to their role in mediating bioconjugation reactions. These reactions are crucial for the development of targeted therapies, including monoclonal antibodies and small molecule drugs. The versatility of (2-methylpropyl)boronic acid has been leveraged in the synthesis of protease inhibitors, kinase inhibitors, and other biologically active molecules. Its incorporation into drug candidates has shown promise in preclinical studies, highlighting its potential as a key intermediate in medicinal chemistry.

One of the most notable applications of (2-methylpropyl)boronic acid is in the field of materials science. Researchers have explored its use in creating advanced polymers and coatings that exhibit enhanced mechanical and thermal properties. The boronic acid moiety allows for reversible bonding interactions, enabling the development of smart materials that can adapt to environmental changes. This innovative approach has opened new avenues for applications in electronics, aerospace, and automotive industries.

The synthesis of (2-methylpropyl)boronic acid typically involves the reaction of 2-methylpropyl halides with sodium borohydride or lithium borohydride under controlled conditions. These methods have been refined over the years to achieve high yields and purity, ensuring that researchers can reliably incorporate this compound into their synthetic pathways. Advances in catalytic systems have further improved the efficiency of these reactions, reducing the need for harsh reagents and minimizing waste generation.

The environmental impact of using (2-methylpropyl)boronic acid has also been a focus of recent research. Efforts have been made to develop greener synthetic routes that align with sustainable chemistry principles. For instance, biocatalytic methods have been explored as an alternative to traditional chemical synthesis. These approaches not only reduce the environmental footprint but also enhance the overall sustainability of pharmaceutical manufacturing processes.

In conclusion, (2-methylpropyl)boronic acid (CAS No. 84110-40-7) is a multifaceted compound with broad applications across pharmaceuticals and materials science. Its role as a key intermediate in organic synthesis underscores its importance in modern chemistry. As research continues to uncover new uses for this molecule, its impact on scientific innovation is expected to grow even further. The ongoing development of novel synthetic strategies and sustainable practices will ensure that (2-methylpropyl)boronic acid remains a cornerstone of advanced chemical research for years to come.

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