364045-34-1

Upstream product

• 619-41-0 4-(bromoacetyl)toluene 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 201230-82-2 carbon monoxide 
• 696-62-8 para-iodoanisole 
• 58824-48-9 1-(4-methylphenyl)-2-propen-1-ol 
• 104-87-0 4-methyl-benzaldehyde 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 364045-21-6 4-cyano-4-(4-methylphenyl)-4-morpholino-N-methoxy-N-methylbutyramide 
• 42419-53-4 morpholin-4-yl-p-tolyl-acetonitrile 

Downstream Products

• 1014982-29-6 C₂₀H₁₉NO₃ 

Relevant academic research and scientific papers

Organic Dye-Catalyzed Intermolecular Radical Coupling of α-Bromocarbonyls with Olefins: Photocatalytic Synthesis of 1,4-Ketocarbonyls Using Air as an Oxidant

An organic dye-catalyzed visible light-promoted ketocarbonylation protocol of vinyl arenes has been disclosed with the help of α-bromocarbonyls where aerial oxygen played a role of an oxidant to install the keto-oxygen functionality. This unique process i

Development of a Palladium-Catalyzed Carbonylative Coupling Strategy to 1,4-Diketones

We report on a three-component palladium-catalyzed coupling strategy for accessing a wide range of 1,4-diketones, which represent important precursors to heterocycles. Our method relies on a carbonylative Heck reaction employing substituted allylic alcohols, aryl iodides, and carbon monoxide. The reaction conditions are mild and do not require high CO pressure, and a wide functional group tolerance is revealed, providing the desired 1,4-diketones in moderate to good yields. Furthermore, the methodology is adaptable to the selective installment of 13C-carbon isotopes at either one or both of the carbonyl positions.

Acylguanidine inhibitors of β-secretase: Optimization of the pyrrole ring substituents extending into the S1 and S3 substrate binding pockets

Proteolytic cleavage of amyloid precursor protein by β-secretase (BACE-1) and γ-secretase leads to formation of β-amyloid (Aβ) a key component of amyloid plaques, which are considered the hallmark of Alzheimer's disease. Small molecule inhibitors of BACE-1 may reduce levels of Aβ and thus have therapeutic potential for treating Alzheimer's disease. We recently reported the identification of a novel small molecule BACE-1 inhibitor N-[2-(2,5-diphenyl-pyrrol-1-yl)-acetyl]guanidine (3.a.1). We report here the initial hit-to-lead optimization of this hit and the SAR around the aryl groups occupying the S1 and S2′ pockets leading to submicromolar BACE-1 inhibitors.

N-Methoxy-N-methyl-3-bromopropionamide: A new three carbon homologating agent for the synthesis of unsymmetrical 1,4-diketones

A synthetic route based on a three carbon homologation of an α-aminonitrile was developed for the synthesis of unsymmetrical 1,4-diketones. The key steps were the alkylation of various aryl and heteroaryl α-aminonitriles with N-methoxy-N-methyl-3-bromopropionamide followed by the addition of a Grignard reagent to the alkylated product and then subsequent hydrolysis.