223418-72-2

Usage

Chemical structure

1-Bromo-5-(1,3-dioxolan-2-yl)-2-methoxybenzene is an organic compound with a benzene ring, a bromine atom at the 1 position, a methoxy group at the 2 position, and a 1,3-dioxolane ring attached at the 5 position.

Functional groups

The compound contains a benzene ring, a bromine atom, a methoxy group, and a 1,3-dioxolane ring.

Applications

It is commonly used in organic synthesis as a building block for the preparation of various organic compounds and as a reagent in chemical reactions, particularly in the pharmaceutical and agrochemical industries.

Toxicity

The compound is toxic and may cause irritation to the eyes, skin, and respiratory system.

Safety precautions

It is important to handle 1-BROMO-5-(1,3-DIOXOLAN-2-YL)-2-METHOXYBENZENE with care due to its toxic nature and potential for causing irritation.

Physical state

The compound is likely a solid at room temperature, although the exact physical state is not specified in the material provided.

Solubility

The solubility of the compound is not specified in the material provided, but it is likely soluble in organic solvents due to its nonpolar nature.

Stability

The stability of the compound is not specified in the material provided, but it is likely stable under normal conditions due to the presence of the benzene ring and other functional groups.

Reactivity

The compound is likely reactive due to the presence of the bromine atom and the 1,3-dioxolane ring, which can participate in various chemical reactions.

Synthesis

The synthesis of the compound is not specified in the material provided, but it is likely synthesized through a series of chemical reactions involving the benzene ring, bromine atom, methoxy group, and 1,3-dioxolane ring.

InChI:InChI=1/C10H11BrO3/c1-12-9-3-2-7(6-8(9)11)10-13-4-5-14-10/h2-3,6,10H,4-5H2,1H3

Upstream product

• 34841-06-0 3-bromo-4-methoxybenzylaldehyde 
• 107-21-1 ethylene glycol 
• 162271-15-0 2-bromo-4-(1,3-dioxolan-2-yl)phenol 
• 77-78-1 dimethyl sulfate 
• 104-15-4 toluene-4-sulfonic acid 
• 2973-78-6 3-bromo-4-hydroxybenzylaldehyde 

Downstream Products

• 56074-98-7 4-Methoxy-3-(γ,γ-dimethylallyl)benzaldehyde 
• 34841-06-0 3-bromo-4-methoxybenzylaldehyde 
• 7237-34-5 2-(hydroxyethyl)triphenylphosphonium bromide 
• 943860-39-7 C₂₁H₂₂O₄ 
• 943860-43-3 C₂₁H₂₂O₃ 
• 943860-42-2 C₂₂H₂₄O₄ 
• 943860-38-6 C₂₃H₂₆O₅ 

Relevant academic research and scientific papers

Palladium-Catalzyed Atroposelective 16-Membered Macrocyclization: Total Synthesis of Isoplagiochin D?

Isoplagiochin D is a ring-strained macrocyclic bisbibenzylis, which showed stable axial chirality in one biaryl structure, and semistable axial chirality in the other biaryl moiety. We reported here an unprecedented example for the catalytically asymmetri

Ruthenium-catalyzed enantioselective C-H functionalization: A practical access to optically active indoline derivatives

Ru(II)-catalyzed enantioselective C-H activation/hydroarylation has been developed for the first time, allowing for highly enantioselective synthesis of indoline derivatives via catalytic C-H activation. Commercially available Ru(II) arene complexes and chiral α-methylamines were employed as highly enantioselective catalysts. Based on a sterically rigidified chiral transient directing group, multisubstituted indolines were produced in up to 92% yield with 96% ee. Further transformation of the resulting 4-formylindoline enables access to an optically active tricyclic compound that is of potential biological and pharmaceutical interest.

CHEMOTHERAPEUTIC FLAVONOIDS, AND SYNTHESES THEREOF

Substituted flavonoid compounds, and pharmaceutical formulations of flavonoid compounds are described. Also described are processes for preparing flavonid compounds, as are methods for treating cancer in mammals using the described flavonoid compounds or pharmaceutical formulations thereof.

Synthesis and biological evaluation of (±)-abyssinone II and its analogues as aromatase inhibitors for chemoprevention of breast cancer

An efficient and economical synthesis of the naturally occurring aromatase inhibitor abyssinone II was performed. The synthesis features an optimized aromatic prenylation reaction in which an arylcopper intermediate is reacted with prenyl bromide to afford a key intermediate that was converted to a prenylated aromatic aldehyde. Condensation of the aldehyde with an o-hydroxyacetophenone under Claisen-Schmidt conditions afforded a chalcone that was deprotected and cyclized in the presence of sodium acetate in refluxing ethanol to afford (±)-abyssinone II. The synthesis proved to be versatile enough to provide an array of abyssinone II derivatives that were evaluated as aromatase inhibitors. Methylation of the 4′-hydroxyl group of (±)-abyssinone II resulted in a significant increase in aromatase inhibitory activity, and further smaller increases in activity resulted from the methylation of the 7-hydroxyl group and removal of the prenyl side chain. As a result of these structural changes, the most active flavanone of the series was 20 times more potent than (±)-abyssinone II (IC50 40.95 μM).

Indolin-2-one derivatives, preparation and their use as ocytocin receptor ligands

The present invention relates to novel indolin-2-one derivatives of formula: to the preparation and to the pharmaceutical compositions comprising them. These compounds have an affinity for oxytocin receptors.

Flavonoid derivatives as organometallic bioprobes

The synthesis of organoiron derivatives of biologically active flavonoids is described. Lithium enolates of functionalised protected acetophenones and metallated derivatives of substituted aromatic rings have been employed as nucleophiles in combination with tricarbonyl(η5-cyclohexadienyl)iron electrophiles. Products have been converted into flavonoid and chalcone derivatives. Enolates generated from protected flavanones have also been used in nucleophile addition reactions, and a one-pot in situ protection, nucleophile addition, deprotection sequence is reported.