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[2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol is a complex boronic acid derivative featuring a phenyl group and a boron-containing ring. It is recognized for its capacity to form stable complexes with various substrates, making it a valuable compound in the realms of organic synthesis and medicinal chemistry.

1544673-46-2

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1544673-46-2 Usage

Uses

Used in Organic Synthesis:
[2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol is used as a reagent in Suzuki-Miyaura cross-coupling reactions, which are widely employed for the formation of carbon-carbon bonds, a fundamental aspect in constructing complex organic molecules.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, [2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol is utilized as a key intermediate in the development of new pharmaceuticals, thanks to its ability to form stable complexes with a broad spectrum of substrates.
Used in Pharmaceutical Development:
[2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol is investigated for its potential applications in the development of novel drugs, capitalizing on its complex structure and reactivity to create molecules with specific therapeutic properties.
Used in Biological Imaging and Sensing Applications:
[2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol has been explored as a fluorescent probe, which could be applied in biological imaging to visualize cellular processes and structures, as well as in sensing applications to detect specific biological targets.
Used in the Chemical Industry:
Within the chemical industry, [2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol is used as a versatile building block for creating a variety of chemical products, including specialty materials and advanced chemicals for different applications.

Check Digit Verification of cas no

The CAS Registry Mumber 1544673-46-2 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,5,4,4,6,7 and 3 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1544673-46:
(9*1)+(8*5)+(7*4)+(6*4)+(5*6)+(4*7)+(3*3)+(2*4)+(1*6)=182
182 % 10 = 2
So 1544673-46-2 is a valid CAS Registry Number.

1544673-46-2Relevant articles and documents

HYDROXYPYRIDOXAZEPINES AS NRF2 ACTIVATORS

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, (2020/08/28)

The present invention relates hydroxypyridoxazepine compounds, methods of making them, pharmaceutical compositions containing them and their use as Nrf2 activators. In particular, the invention relates to compounds of Formula (I), and pharmaceutically acc

Para-Selective, Iridium-Catalyzed C-H Borylations of Sulfated Phenols, Benzyl Alcohols, and Anilines Directed by Ion-Pair Electrostatic Interactions

Montero Bastidas, Jose R.,Oleskey, Thomas J.,Miller, Susanne L.,Smith, Milton R.,Maleczka, Robert E.

, p. 15483 - 15487 (2019/10/11)

Para C-H borylations (CHB) of tetraalkylammonium sulfates and sulfamates have been achieved using bipyridine-ligated Ir boryl catalysts. Selectivities can be modulated by both the length of the alkyl groups in the tetraalkylammonium cations and the substituents on the bipyridine ligands. Ion pairing, where the alkyl groups of the cation shield the meta C-H bonds in the counteranions, is proposed to account for para selectivity. The 4,4′-dimethoxy-2,2′-bipyridine ligand gave superior selectivities.

Para-Selective C-H Borylation of Common Arene Building Blocks Enabled by Ion-Pairing with a Bulky Countercation

Mihai, Madalina T.,Williams, Benjamin D.,Phipps, Robert J.

, p. 15477 - 15482 (2019/10/11)

The selective functionalization of C-H bonds at the arene para position is highly challenging using transition metal catalysis. Iridium-catalyzed borylation has emerged as a leading technique for arene functionalization, but there are only a handful of strategies for para-selective borylation, which operate on specific substrate classes and use bespoke ligands or catalysts. We describe a remarkably general protocol which results in para-selectivity on some of the most common arene building blocks (anilines, benzylamines, phenols, benzyl alcohols) and uses standard borylation ligands. Our strategy hinges upon the facile conversion of the substrates into sulfate or sulfamate salts, wherein the anionic arene component is paired with a tetrabutylammonium cation. We hypothesize that the bulk of this cation disfavors meta-C-H borylation, thereby promoting the challenging para-selective reaction.

BISARYL AMIDES AS NRF2 REGULATORS

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, (2018/09/11)

The present invention relates to bisaryl amide analogs, pharmaceutical compositions containing them and their use as NRF2 activators. In particular, the invention relates to bisaryl heterocycles of Formula (I).

NRF2 REGULATORS

-

, (2017/01/02)

Provided are aryl analogs,pharmaceutical compositions containing them and their use as NRF2 regulators.

NRF2 REGULATORS

-

, (2015/07/07)

The present invention relates to bis aryl analogs, pharmaceutical compositions containing them and their use as Nrf2 regulators.

Synthesis of boron-containing primary amines

Chung, Sheng-Hsuan,Lin, Ting-Ju,Hu, Qian-Yu,Tsai, Chia-Hua,Pan, Po-Shen

, p. 12346 - 12367 (2013/11/06)

In this study, boron-containing primary amines were synthesized for use as building blocks in the study of peptoids. In the first step, Gabriel synthesis conditions were modified to enable the construction of seven different aminomethylphenyl boronate esters in good to excellent yields. These compounds were further utilized to build peptoid analogs via an Ugi four-component reaction (Ugi-4CR) under microwave irradiation. The prepared Ugi-4CR boronate esters were then successfully converted to the corresponding boronic acids. Finally, the peptoid structures were successfully modified by cross-coupling to aryl/heteroaryl chlorides via a palladium-mediated Suzuki coupling reaction to yield the corresponding derivatives in moderate to good yields.

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