1160430-87-4

Basic information

• Product Name: 4-(Hydroxymethyl)-3-methylphenylboronic Acid Pinacol Ester
• Synonyms: 4-(Hydroxymethyl)-3-methylphenylboronic Acid Pinacol Ester;2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenemethanol;(2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol
• CAS NO: 1160430-87-4
• Molecular Formula: C₁₄H₂₁BO₃
• Molecular Weight: 266.14102
• Mol File: 1160430-87-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(Hydroxymethyl)-3-methylphenylboronic Acid Pinacol Ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Hydroxymethyl)-3-methylphenylboronic Acid Pinacol Ester(1160430-87-4)
• EPA Substance Registry System: 4-(Hydroxymethyl)-3-methylphenylboronic Acid Pinacol Ester(1160430-87-4)

Safety Data

• Hazardous Substances Data: 1160430-87-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(Hydroxymethyl)-3-methylphenylboronic Acid Pinacol Ester is used as a synthetic intermediate for the development of new pharmaceutical compounds. Its ability to form carbon-carbon bonds selectively and under mild conditions makes it an ideal candidate for constructing complex molecular structures that can exhibit therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical field, 4-(Hydroxymethyl)-3-methylphenylboronic Acid Pinacol Ester is utilized as a key component in the synthesis of new agrochemicals. Its reactivity in cross-coupling reactions allows for the creation of novel molecules with potential applications in pest control and crop protection.
Used in Medicinal Chemistry Research:
4-(Hydroxymethyl)-3-methylphenylboronic Acid Pinacol Ester is employed as a research tool in medicinal chemistry to explore new chemical space and identify potential drug candidates. Its versatility in forming carbon-carbon bonds and its stability make it a preferred choice for the synthesis of diverse chemical libraries for high-throughput screening.
Used in Organic Synthesis:
As a boronic acid derivative with a pinacol ester functional group, 4-(Hydroxymethyl)-3-methylphenylboronic Acid Pinacol Ester is used in organic synthesis to construct various organic molecules. Its reactivity in cross-coupling reactions and Suzuki-Miyaura coupling provides a mild and selective method for carbon-carbon bond formation, which is crucial for the synthesis of complex organic compounds.

Upstream product

• 17100-58-2 4-bromo-2-methylbenzyl alcohol 
• 73183-34-3 bis(pinacol)diborane 
• 89-95-2 2-methyl-benzyl alcohol 

Downstream Products

• 1160431-16-2 2-[4-(bromomethyl)-3-methylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1207536-78-4 {4-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-2-methylphenyl}methanol 

Relevant articles and documents

PYRROLIDINE GLYCOSIDASE INHIBITORS

Compounds of formula (I) wherein A, W, R3b, Z and p have the meaning according to the claims can be employed, inter alia, for the treatment of tauopathies and Alzheimer's disease.

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

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

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THIAZOLE COMPOUNDS AS ACTIVATORS OF SOLUBLE GUANYLATE CYCLASE

Disclosed are compounds of formula (I) wherein R1 and R2 are independently selected from hydrogen, halo, C1-4alkyl, C1-4alkoxy, CF3 and OCF3; -Y- represents formula (IA) R3 represents hydrogen, fluoro, chloro or C1-4alkyl; R4a and R4b each independently represent hydrogen, C1-4alkyl, C1-4alkoxy, CF3 or halo; and R5 represents a group Z-X; wherein Z is absent or represents (CH2)2 or O; and X represents formula (IB) wherein: J and L both represent CH, or one of J and L represents CH and the other represents N; when both J and L represent CH, R6 represents hydrogen, halo, CF3, C1-4alkyl or C1-4alkoxy in a meta or ortho position relative to the R7 substituent and R7 represents hydrogen, halo, CF3, OCF3, C1-4alkyl, C1-4alkoxy, CH2OH, CN, CONR8R9 or CO2H; or when one of J or L represents N, R6 represents hydrogen or halo in a meta or ortho position relative to the R7 substituent and R7 represents hydrogen, halo, CF3, C1-4alkyl, C1-4alkoxy, CH2OH, CN, CONR8R9 or CO2H; and R8 and R9 are independently selected from hydrogen and C1-4alkyl; or salts thereof which activate soluble guanylate cyclase (sGC), pharmaceutical compositions containing them, their use in medicine, and processes for their preparation.

PYRIMIDINE DERIVATIVES AS ACTIVATORS OF SOLUBLE GUANYLATE CYCLASE

Disclosed are compounds of formula (I) and or salts thereof which activate soluble guanylate cyclase (sGC), pharmaceutical compositions containing them, their use in the manufacture of a medicament for teating cardiovascular diseases, and processes for their preparation.

2,6-DISUBSTITUTED PYRIDINES AS SOLUBLE GUANYLATE CYCLASE ACTIVATORS

Disclosed are compounds of formula (I) wherein R1 and R2 are independently selected from hydrogen, halo, CF3, C1-4alkyl and allyl; Y represents (II), (III), (IV) or (V) wherein R3 represents CF3 or C1-4alkyl; and R3a represents CF3 or C1-4alkyl.