1265360-45-9

Basic information

• Product Name: 2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde
• Synonyms: 2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde;2-ForMyl-3,5-diMethoxyphenylboronic acid, pinacol ester
• CAS NO: 1265360-45-9
• Molecular Formula: C₁₅H₂₁BO₅
• Molecular Weight: 292.13524
• Mol File: 1265360-45-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde(1265360-45-9)
• EPA Substance Registry System: 2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde(1265360-45-9)

Safety Data

• Hazardous Substances Data: 1265360-45-9(Hazardous Substances Data)

Usage

Description

2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde is an organic compound characterized by its molecular structure that features a benzene ring with two methoxy groups at the 2nd and 4th positions, and a boron-containing group at the 6th position. 2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde is a derivative of benzaldehyde and is known for its potential applications in the synthesis of various organic compounds.

Uses

Used in Pharmaceutical Industry:
2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique structure allows for the creation of complex molecules with potential therapeutic properties.
Used in Chemical Synthesis:
In the field of organic chemistry, 2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde serves as a key building block for the synthesis of a wide range of organic compounds, including those with potential applications in various industries such as pharmaceuticals, agrochemicals, and materials science.
Used in Synthesis of Metabolites:
2,4-DiMethoxy-6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde is used as a starting material for the synthesis of metabolites such as N-Hydroxyaristolactams and Aristolochic Acids. These metabolites are known for their nephrotoxic and carcinogenic properties, making them important compounds for research and development in the pharmaceutical industry.

Upstream product

• 81574-69-8 2-bromo-4,6-dimethoxybenzaldehyde 
• 73183-34-3 bis(pinacol)diborane 
• 20469-65-2 1-bromo-3,5-dimethoxybenzene 
• 337375-98-1 3-formyl-3,5-dimethoxyphenyl trifluoromethanesulphonate 

Relevant articles and documents

Reinvestigating the acyl cyclization to the precursor of diptoindonesin G

We reinvestigated the synthesis of the precursor of diptoindonesin G (2) by the intramolecular acyl cyclization of compound 1 or compound 3 in the presence of trifluoroacetic anhydride (TFAA) [1,2]. Although the reaction of 3 with TFAA generated 2 smoothl

Total synthesis of the aristolochic acids, their major metabolites, and related compounds

Plants from the Aristolochia genus have been recommended for the treatment of a variety of human ailments since the time of Hippocrates. However, many species produce the highly toxic aristolochic acids (AAs), which are both nephrotoxic and carcinogenic. For the purposes of extensive biological studies, a versatile approach to the synthesis of the AAs and their major metabolites was devised based primarily on a Suzuki-Miyaura coupling reaction. The key to success lies in the preparation of a common ring-A precursor, namely, the tetrahydropyranyl ether of 2-nitromethyl-3-iodo-4,5-methylendioxybenzyl alcohol (27), which was generated in excellent yield by oxidation of the aldoxime precursor 26. Suzuki-Miyaura coupling of 27 with a variety of benzaldehyde 2-boronates was accompanied by an aldol condensation/elimination reaction to give the desired phenanthrene intermediate directly. Deprotection of the benzyl alcohol followed by two sequential oxidation steps gave the desired phenanthrene nitrocarboxylic acids. This approach was used to synthesize AAs I-IV and several other related compounds, including AA I and AA II bearing an aminopropyloxy group at position-6, which were required for further conversion to fluorescent biological probes. Further successful application of the Suzuki-Miyaura coupling reaction to the synthesis of the N-hydroxyaristolactams of AA I and AA II then allowed the synthesis of the putative, but until now elusive, N-acetoxy- and N-sulfonyloxy-aristolactam metabolites.