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
UNSPSC Code:
12352200
MDL number:
Assay:
≥95%
Form:
powder
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
assay
≥95%
form
powder
storage temp.
−20°C
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 β-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 β-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
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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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
James P Phelan et al.
Journal of the American Chemical Society, 141(8), 3723-3732 (2019-02-13)
DNA-encoded library (DEL) technology is a powerful tool commonly used by the pharmaceutical industry for the identification of compounds with affinity to biomolecular targets. Success in this endeavor lies in sampling diverse chemical libraries. However, current DELs tend to be
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