Production Method 1

99-75-2

745783-97-5

150033-80-0

882679-40-5

Reaction Conditions

1.1 Catalysts: (SP-5-23)-[3,8-Bis[3,5-bis(trifluoromethyl)phenyl]-1,10-phenanthroline-κN1,κN10]… Solvents: Methylcyclohexane ;  20 min, 100 °C

Reference

Iridium-Catalyzed Borylation of Primary Benzylic C-H Bonds without a Directing Group: Scope, Mechanism, and Origins of Selectivity

Larsen, Matthew A.; et al, Journal of the American Chemical Society, 2015, 137(26), 8633-8643

Production Method 2

617-86-7

73183-34-3

150033-80-0

882679-40-5

Reaction Conditions

1.1 Catalysts: Bis[(1,2,5,6-η)-1,5-cyclooctadiene]di-μ-methoxydiiridium ,  4,4′-Bis(1,1-dimethylethyl)-2,2′-bipyridine Solvents: Tetrahydrofuran ;  16 h, 80 °C
2.1 Catalysts: (SP-5-23)-[3,8-Bis[3,5-bis(trifluoromethyl)phenyl]-1,10-phenanthroline-κN1,κN10]… Solvents: Methylcyclohexane ;  20 min, 100 °C

Reference

Iridium-Catalyzed Borylation of Primary Benzylic C-H Bonds without a Directing Group: Scope, Mechanism, and Origins of Selectivity

Larsen, Matthew A.; et al, Journal of the American Chemical Society, 2015, 137(26), 8633-8643

4-(Methoxycarbonyl)benzylboronic Acid Pinacol Ester Raw materials

• Triethylsilane
• Methyl p-Toluate
• Et3SiB(pinacolato)
• Bis(pinacolato)diborane

4-(Methoxycarbonyl)benzylboronic Acid Pinacol Ester Preparation Products

• 4-(Methoxycarbonyl)benzylboronic Acid Pinacol Ester (150033-80-0)
• Methyl 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)benzoate (882679-40-5)

• 1. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
• 2. Evolution in surface coverage of CH3NH3PbI3?XClXvia heat assisted solvent vapour treatment and their effects on photovoltaic performance of devices
  Dhirendra K. Chaudhary,Pramendra Kumar,Lokendra Kumar RSC Adv., 2016,6, 94731-94738
• 3. Excitation energies from ground-state density-functionals by means of generator coordinates
  A. B. F. da Silva,K. Capelle Phys. Chem. Chem. Phys., 2009,11, 4564-4569
• 4. Fast synthesis of copper nanoclusters through the use of hydrogen peroxide additive and their application for the fluorescence detection of Hg2+ in water samples?
  Liao Xiaoqing,Li Ruiyi,Li Zaijun,Sun Xiulan,Wang Zhouping,Liu Junkang New J. Chem., 2015,39, 5240-5248
• 5. Evidence of CO2 molecule acting as an electron acceptor on a nanoporous metal–organic-framework MIL-53 or Cr3+(OH)(O2C–C6H4–CO2)?
  Alexandre Vimont,Arnaud Travert,Philippe Bazin,Jean-Claude Lavalley,Marco Daturi,Christian Serre,Gérard Férey,Sandrine Bourrelly,Philip L. Llewellyn Chem. Commun., 2007, 3291-3293

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acid esters
• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzoic acids and derivatives Benzoic acid esters
• Other Chemical Reagents Derivatization Reagents
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Comprehensive Overview of 4-(Methoxycarbonyl)benzylboronic Acid Pinacol Ester (CAS No. 150033-80-0)

4-(Methoxycarbonyl)benzylboronic Acid Pinacol Ester (CAS No. 150033-80-0) is a highly versatile boronic acid ester derivative widely used in organic synthesis, pharmaceutical research, and material science. This compound belongs to the class of arylboronates, which are pivotal intermediates in Suzuki-Miyaura cross-coupling reactions—a cornerstone of modern drug discovery and agrochemical development. Its unique structure, featuring a methoxycarbonyl group and a pinacol-protected boronic ester, enhances stability and reactivity, making it a preferred choice for chemists.

In recent years, the demand for 4-(Methoxycarbonyl)benzylboronic Acid Pinacol Ester has surged due to its applications in targeted drug delivery systems and bioconjugation techniques. Researchers are particularly interested in its role in synthesizing proteolysis-targeting chimeras (PROTACs), a breakthrough in cancer therapy. The compound’s ability to form stable covalent bonds with biomolecules aligns with the growing trend of precision medicine, addressing frequent search queries like “boronic acid in drug design” and “pinacol ester applications.”

From an industrial perspective, CAS No. 150033-80-0 is valued for its compatibility with green chemistry principles. Its use in water-tolerant reactions and catalyst-free protocols reduces environmental impact, resonating with the global push for sustainable synthesis. Laboratories optimizing high-throughput screening (HTS) methods also favor this compound for its reproducibility and scalability, topics frequently explored in AI-driven chemical research platforms.

The compound’s structural motif is equally relevant in material science, particularly in designing organic electronic devices such as OLEDs and sensors. Its electron-withdrawing methoxycarbonyl group fine-tunes charge transport properties, a hot topic in searches like “boronate-based functional materials.” Additionally, its stability under ambient conditions makes it a reliable candidate for long-term storage, a practical concern for many synthetic chemists.

Quality control of 4-(Methoxycarbonyl)benzylboronic Acid Pinacol Ester is critical, with analytical techniques like HPLC, NMR, and mass spectrometry ensuring purity. Suppliers often highlight its low hygroscopicity and high thermal stability, addressing common user questions about “handling boronic esters” and “storage conditions for sensitive reagents.” These attributes underscore its reliability in multi-step syntheses and large-scale production.

In summary, CAS No. 150033-80-0 exemplifies the intersection of innovation and utility in modern chemistry. Its applications span from life-saving therapeutics to cutting-edge materials, driven by its adaptable chemistry and alignment with industry trends. As research continues to explore its potential, this compound remains a staple in laboratories worldwide, answering the call for efficient, sustainable, and high-performance chemical solutions.

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