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
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
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(14), 2062-2065 (2019-01-29)
A three-component reaction between 4-substituted Hantzsch esters, DABCO·(SO2)2, and vinyl azides in the presence of photoredox catalysts under visible light irradiation is developed. Substituted Hantzsch esters as radical reservoirs are used in the reaction between sulfur dioxide and vinyl azides.
Kai Zhang et al.
Angewandte Chemie (International ed. in English), 58(38), 13375-13379 (2019-07-12)
Chiral catalysts tolerating photochemical reactions are in great demand for the vast development of visible-light-induced asymmetric synthesis. Now, chiral octahedral complexes based on earth-abundant metal and chiral N4 ligands are reported. One well-defined chiral CoII -complex is shown to be
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
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
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
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