40705-22-4

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
4-Benzyloxy-2-bromo-5-methoxy-benzaldehyde serves as a key building block in the synthesis of various pharmaceuticals and agrochemicals. Its unique structure allows for the creation of a wide range of compounds with different therapeutic and pesticidal properties.
Used in Organic Synthesis:
4-Benzyloxy-2-broMo-5-Methoxy-benzaldehyde is utilized in organic synthesis for the preparation of heterocyclic compounds, which are important in the development of new materials and have potential applications in various industries.
Used in Chemical Research:
4-Benzyloxy-2-bromo-5-methoxy-benzaldehyde also functions as a reagent in chemical research, aiding scientists in understanding the properties and reactions of similar compounds.
Used in Material Development:
Due to its unique structure and properties, 4-Benzyloxy-2-bromo-5-methoxy-benzaldehyde has potential applications in the development of new materials, contributing to advancements in various fields.
Safety Precautions:
It is important to handle 4-Benzyloxy-2-bromo-5-methoxy-benzaldehyde with care due to its potential hazards, including irritant and toxic properties. Proper safety measures should be taken to minimize risks during its use and manipulation.

Upstream product

• 60632-40-8 6-bromovanillin 
• 100-44-7 benzyl chloride 
• 82583-95-7 2-amino-4-(benzyloxy)-5-methoxybenzaldehyde 
• 40705-19-9 4-benzyloxy-6-bromo-3-hydroxybenzaldehyde 
• 77-78-1 dimethyl sulfate 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 65341-82-4 [4-(benzyloxy)-2-bromo-5-methoxyphenyl]methanol 
• 100-39-0 benzyl bromide 
• 121-33-5 vanillin 
• 20194-18-7 sodium phenyl-methanolate 
• 82583-99-1 4-Benzyloxy-5-hydroxy-2-nitro-benzaldehyde 
• 712-97-0 6-nitro-1,3-benzodioxole-5-carbaldehyde 
• 15930-53-7 6-bromo-3,4-methylenedioxybenzaldehyde 
• 2426-84-8 4-(benzyloxy)-5-methoxy-2-nitrobenzaldehyde 

Downstream Products

• 127027-63-8 Ethyl-2-azido-3-hydroxy-3-<2'-bromo-4'-(benzyloxy)-5'-methoxyphenyl>propanoat 
• 106412-24-2 4-benzyloxy-2-(3-hydroxy-3-methyl-1-butenyl)-5-methoxybenzaldehyde 
• 222622-96-0 5-(benzyloxy)-1-bromo-2-(bromomethyl)-4-methoxybenzene 
• 331248-70-5 dimethyl 2-bromo-4-benzyloxy-5-methoxybenzylphosphonate 
• 331248-77-2 (E)-1-[[4-(5-methoxycarbonyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene 
• 331248-79-4 (E)-1-[[4-(5-dimethylphosphonomethyl-2,3-diphenylmethylenedioxy)phenoxy]phenyl]-2-[2-bromo-4-benzyloxy-5-methoxyphenyl]ethene 
• 331248-82-9 4-{4-[(E)-2-(4-Benzyloxy-2-bromo-5-methoxy-phenyl)-vinyl]-phenoxy}-6-[(E)-2-(5-benzyloxy-2-bromo-phenyl)-vinyl]-2,2-diphenyl-benzo[1,3]dioxole 
• 127027-59-2 Ethyl-6-(benzyloxy)-7-methoxyindol-2-carboxylat 
• 127027-65-0 Ethyl-6-(benzyloxy)-4-bromo-7-methoxyindol-2-carboxylat 
• 127027-70-7 6-(Benzyloxy)-7-methoxy-4-nitro-1H-indol-2-carbonsaeure-ethylester 
• 499218-05-2 4-(5-Benzyloxy-2-formyl-4-methoxy-phenoxy)-benzoic acid methyl ester 
• 1401416-06-5 ethyl (2E)-3-{5-(benzyloxy)-2-[(3-ethoxy-3-oxopropoxy)methyl]-4-methoxyphenyl}acrylate 
• 1401416-18-9 tert-butyl (2E)-3-{5-(benzyloxy)-2-[(3-tert-butoxy-3-oxopropoxy)methyl]-4-methoxyphenyl}acrylate 

Relevant academic research and scientific papers

An Expeditious Modular Hybrid Strategy for the Diversity-Oriented Synthesis of Lamellarins/Azalamellarins with Anticancer Cytotoxicity

A modular hybrid strategy has been developed for the diversity-oriented synthesis of lamellarins/azalamellarins. The common pentacyclic pyrrolodihydroisoquinoline lactone/lactam core was formed via the Michael addition/ring closure (Mi-RC) and the copper(I) thiophene-2-carboxylate (CuTC)-catalyzed C-O/C-N Ullmann coupling. Subsequent direct functionalization at C1, DDQ-mediated C5C6 oxidation, and global deprotection of all benzyl-type O- and N-protecting groups furnished the desired lamellarins/azalamellarins. The late-stage functionalization at C1 provided a handle to accommodate a wider scope of functional groups as they need to tolerate only the DDQ oxidation and global deprotection. Moreover, with the C1-H pyrrole as the late-stage common intermediate, it was also possible to divergently exploit not only its nucleophilic nature to react with some electrophilic species but also some transition-metal-catalyzed cross-coupling reactions (via the intermediacy of the C1-iodopyrrole) to incorporate diversity at this position. Overall, this strategy simplifies the preparation of lamellarins/azalamellarins; including the Mi-RC, these C1-structurally diverse analogues could be prepared efficiently in 6-7 steps from the easily accessed 1-acetoxymethyldihydroisoquinoline and β-nitrocinnamate. Some selected azalamellarins were evaluated for their inhibitory effect against HeLa cervical cancer cells. An acute induction of intrinsic apoptosis was detected and may lead to growth suppression of or cytotoxicity against cancer cells.

cGAS ANTAGONIST COMPOUNDS

Disclosed are novel compounds of Formula (I) that are cGAS antagonists, methods of preparation of the compounds, pharmaceutical compositions comprising the compounds, and their use in medical therapy.

Facile and Divergent Synthesis of Lamellarins and Lactam-Containing Derivatives with Improved Drug Likeness and Biological Activities

With the goal to improve the aqueous solubility of lamellarins, the lactone ring in their skeleton was replaced with a lactam moiety in azalamellarins. However, the reported synthetic route produced such derivatives in very low yields. Hence, this study focused on developing an efficient simplified total synthetic scheme that could furnish both azalamellarins and the parent lamellarins from the same pyrrole ester intermediates. Subsequent comparative profiling revealed that the introduced lactone-to-lactam replacement rendered these molecules less lipophilic, whereas their cancer cytotoxicity remained equipotent to that of the parent compounds. Interestingly, their inhibitory activity was significantly enhanced towards the multifaceted GSK-3β enzyme. Our results clearly demonstrate the therapeutic potential of this promising class of marine-derived natural products and justify their further development, especially into anticancer agents.

ARYLNAPHTHALENE LACTONE DERIVATIVES AND METHODS OF MAKING AND USING THEREOF

A series of natural products including phyllanthusum, an arylnaphthalene lignan derivative, with anticancer and antitumor and immurtostimulating activity are disclosed. The invention further encompasses methods of adding water solubilizing groups to the arylrings that include phosphonyl groups.

Simple, copper(I)-catalyzed oxidation of benzylic/allylic alcohols to carbonyl compounds: Synthesis of functionalized cinnamates in one pot

An environmentally benign [Cu(I)]-catalyzed oxidation of activated (benzylic/allylic) alcohols to the corresponding carbonyl compounds is presented. Interestingly, the reaction was also compatible with benzylic alcohols containing ortho-bromo substituents on the aromatic ring without competing with the expected intermolecular Buchwald coupling. Significantly, the catalytic system enables the synthesis of cinnamate-esters in a sequential domino one-pot fashion via oxidation followed by Wittig-Horner protocol. Copyright

Exploring the formation and recognition of an important G-quadruplex in a HIF1α promoter and its transcriptional inhibition by a benzo[c]phenanthridine derivative

Four putative G-quadruplex sequences (PGSs) in the HIF1α promoter and the 5′UTR were evaluated for their G-quadruplex-forming potential using ESI-MS, CD, FRET, DMS footprinting, and a polymerase stop assay. An important G-quadruplex (S1) has been proven to inhibit HIF1α transcription by blocking AP2 binding. A benzo[c]phenanthridine derivative was found to target the S1 G-quadruplex and induce its conformational conversion from antiparallel to parallel orientation. The transcriptional suppression of HIF1α by this compound was demonstrated using western blotting, Q-RT-PCR, luciferase assay, and ChIP. Our new findings provided a novel strategy for HIF1α regulation and potential insight for cancer therapy.

A concise ring-expansion route to the compact core of platensimycin

Oxatropanes from oxiranes: An expedient assembly of the compact platensimycin core is described. The synthetic approach relies on a Suzuki cross-coupling, a late-stage dearomatization reaction, and a copper-catalyzed vinyl oxirane ring expansion for accessing the oxatropane moiety of the natural product.

Tetrahydroquinoline derivatives as antithrombotic agents

This invention relates generally to tetracyclic tetrahydroquinoline compounds, and analogues thereof, and pharmaceutically acceptable salt forms thereof, which are selective inhibitors of serine protease enzymes, especially factor VIIa; pharmaceutical compositions containing the same; and methods of using the same as anticoagulant agents for modulation of the coagulation cascade.

Total syntheses of plagiochins A and D, macrocyclic bis(bibenzyls), by Pd(0) catalyzed intramolecular Stille-Kelly reaction

Total syntheses of plagiochins A (1) and D (4), the former of which exhibits a significant neurotrophic activity, have been accomplished. The key 16-membered ring closure in 4 has been achieved directly from the dibromoperrottetin derivative (7) by Pd(0)

A Novel Strategy for the Synthesis of Oxygenated Phenanthrenes Involving a Combination of Ullmann and McMurry Reactions

A general synthetic procedure for the preparation of polyoxygenated phenanthrenes from substituted derivatives of benzaldehyde is described. The key compound is a 6,6′-biphenyl-1,1′-dicarboxaldehyde intermediate formed through an ambient temperature Ullmann coupling. The subsequent McMurry condensation gave rise to the phenanthrene in 45-57% yields.