1539-59-9

Basic information

• Product Name: DIETHYL 4-CYCLOHEXYL-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE
• Synonyms: DIETHYL 4-CYCLOHEXYL-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE
• CAS NO: 1539-59-9
• Molecular Formula: C₁₉H₂₉NO₄
• Molecular Weight: 335.44
• Mol File: 1539-59-9.mol
• Article Data: 23

Chemical Properties

• Appearance: /
• CAS DataBase Reference: DIETHYL 4-CYCLOHEXYL-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL 4-CYCLOHEXYL-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE(1539-59-9)
• EPA Substance Registry System: DIETHYL 4-CYCLOHEXYL-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE(1539-59-9)

Safety Data

• Hazardous Substances Data: 1539-59-9(Hazardous Substances Data)

Upstream product

• 141-97-9 ethyl acetoacetate 
• 2043-61-0 cyclohexanecarbaldehyde 
• 626-34-6 ethyl aminocrotonate 
• 626-62-0 Cyclohexyl iodide 
• 1149-23-1 diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 1149-24-2 2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester 

Downstream Products

• 1609469-10-4 C₁₃H₁₇NO₄*HNO₂ 
• 104151-26-0 trans-1-methoxy-4-(2-cyclohexylethenyl)benzene 
• 40115-03-5 2-cyclohexyl-benzothiazole 
• 26059-80-3 2-cyclohexylquinazolin-4(3Η)-one 
• 4042-30-2 parvaquone 
• 53182-00-6 cyclohexanecarboxylic acid phenethylamide 
• 43125-06-0 1-cyclohexyl-3-phenyl-1-propanone 
• 137542-86-0 (3R)-3-cyclohexyl-3-phenylpropanal 

Relevant articles and documents

Manganese-Mediated Direct Functionalization of Hantzsch Esters with Alkyl Iodides via an Aromatization-Dearomatization Strategy

We report, for the first time, manganese-mediated direct functionalization of the Hantzsch esters with readily accessible alkyl iodides through an aromatization-dearomatization strategy. Applying this protocol, a library of valuable 4-alkyl-1,4-dihydropyridines were facilely afforded in good yields. This simple and practical reaction proceeds under visible-light irradiation at room temperature and displays high functional-group compatibility. Additionally, the method is applicable for gram-scale synthesis and late-stage functionalization of complex molecules.

Visible-light-mediated alkylation of 4-alkyl-1,4-dihydropyridines with alkenyl sulfones

Herein we report a mild, general protocol for visible-light-mediated alkylation of 4-alkyl-1,4-dihydropyridines with alkenyl sulfones. The protocol permits efficient functionalization of sulfones with a broad range of cyclic and acyclic secondary and tert

Catalyst-Free Decarbonylative Trifluoromethylthiolation Enabled by Electron Donor-Acceptor Complex Photoactivation

A catalyst- and additive-free decarbonylative trifluoromethylthiolation of aldehyde feedstocks has been developed. This operationally simple, scalable, and open-to-air transformation is driven by the selective photoexcitation of electron donor-acceptor (EDA) complexes, stemming from the association of 1,4-dihydropyridines (donor) with N-(trifluoromethylthio)phthalimide (acceptor), to trigger intermolecular single-electron transfer events under ambient- and visible light-promoted conditions. Extension to other electron acceptors enables the synthesis of thiocyanates and thioesters, as well as the difunctionalization of [1.1.1]propellane. The mechanistic intricacies of this photochemical paradigm are elucidated through a combination of experimental efforts and high-level quantum mechanical calculations [dispersion-corrected (U)DFT, DLPNO-CCSD(T), and TD-DFT]. This comprehensive study highlights the necessity for EDA complexation for efficient alkyl radical generation. Computation of subsequent ground state pathways reveals that SH2 addition of the alkyl radical to the intermediate radical EDA complex is extremely exergonic and results in a charge transfer event from the dihydropyridine donor to the N-(trifluoromethylthio)phthalimide acceptor of the EDA complex. Experimental and computational results further suggest that product formation also occurs via SH2 reaction of alkyl radicals with 1,2-bis(trifluoromethyl)disulfane, generated in-situ through combination of thiyl radicals. (Figure presented.).