916080
Diethyl-4-cyclohexyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
≥95%
Synonym(s):
4-Alkyl-1,4-dihydropyridine reagent, DHP reagent for light-mediated His modification
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About This Item
Empirical Formula (Hill Notation):
C19H29NO4
CAS Number:
Molecular Weight:
335.44
MDL number:
UNSPSC Code:
12352200
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assay
≥95%
form
powder
storage temp.
−20°C
InChI
1S/C19H29NO4/c1-5-23-18(21)15-12(3)20-13(4)16(19(22)24-6-2)17(15)14-10-8-7-9-11-14/h14,17,20H,5-11H2,1-4H3
InChI key
GERWBKSVDHUVIT-UHFFFAOYSA-N
Application
Diethyl-4-cyclohexyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate was reported to chemoselectively modify histidine under visible light where the unsubstituted nitrogen groups on the modified His imidazole are conserved. Diethyl-4-cyclohexyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate is also a versitile reagent for photoredox chemistry.
Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)
Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)
Other Notes
Histidine-specific peptide modification via visible-light-promoted C-H alkylation
Open-Air Alkylation Reactions in Photoredox-Catalyzed DNA-Encoded Library Synthesis
A photocatalyst-free photo-induced denitroalkylation of ß-nitrostyrenes with 4-alkyl substituted Hantzsch esters at room temperature
Intermolecular Radical Addition to Ketoacids Enabled by Boron Activation
Oxa- and Azabenzonorbornadienes as Electrophilic Partners under Photoredox/Nickel Dual Catalysis
Exploration of a chiral cobalt catalyst for visible-light-induced enantioselective radical conjugate addition
Open-Air Alkylation Reactions in Photoredox-Catalyzed DNA-Encoded Library Synthesis
A photocatalyst-free photo-induced denitroalkylation of ß-nitrostyrenes with 4-alkyl substituted Hantzsch esters at room temperature
Intermolecular Radical Addition to Ketoacids Enabled by Boron Activation
Oxa- and Azabenzonorbornadienes as Electrophilic Partners under Photoredox/Nickel Dual Catalysis
Exploration of a chiral cobalt catalyst for visible-light-induced enantioselective radical conjugate addition
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Certificates of Analysis (COA)
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Xuefeng Wang et al.
Chemical communications (Cambridge, England), 55(43), 6010-6013 (2019-05-08)
A sulfonylation reaction of 4-substituted Hantzsch esters, DABCO·(SO2)2, and electron-deficient alkenes at room temperature in the presence of photoredox catalysis under visible light irradiation is described. Not only (E)-chalcones but also (vinylsulfonyl)benzene and 2-vinylpyridine are all suitable substrates in the
Kaiqian Wang et al.
Organic & biomolecular chemistry, 17(15), 3845-3852 (2019-04-03)
Herein, we report a simple, economical, and effective acid-mediated method for the in situ deuteration of Hantzsch esters and their 4-substituted derivatives, including some drugs that constitute important calcium channel blockers which are effective for hypertension treatment. Hydrogen isotope exchange
Hai-Wu Du et al.
Organic letters, 22(4), 1542-1546 (2020-01-29)
In this study, a facile and efficient method to synthesize monofluoroalkenes by photoredox catalytic defluorinative alkylation of gem-difluoroalkenes with 4-alkyl-1,4-dihydropyridines under mild conditions (room temperature) is described. This novel strategy is applicable for a broad range of gem-difluoroalkene substrates with
Jennifer K Matsui et al.
Angewandte Chemie (International ed. in English), 57(48), 15847-15851 (2018-10-12)
A regioselective, nickel-catalyzed photoredox allylation of secondary, benzyl, and α-alkoxy radical precursors is disclosed. Through this manifold, a variety of linear allylic alcohols and allylated monosaccharides are accessible in high yields under mild reaction conditions. Quantum mechanical calculations [DFT and
Kazunari Nakajima et al.
Organic letters, 21(12), 4642-4645 (2019-05-31)
Introduction of alkyl groups on azodicarboxylate esters is an important method to prepare alkyl amine derivatives. Herein, we report reactions of 4-alkyl-1,4-dihydropyridines as alkylation reagents with di- tert-butyl azodicarboxylate to prepare alkyl amine derivatives under heating conditions. The alkylation reactions
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