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916080

Sigma-Aldrich

Diethyl-4-cyclohexyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

≥95%

Synonyme(s) :

4-Alkyl-1,4-dihydropyridine reagent, DHP reagent for light-mediated His modification

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About This Item

Formule empirique (notation de Hill):
C19H29NO4
Numéro CAS:
1539-59-9
Poids moléculaire :
335.44
Numéro MDL:
MFCD01100492
Code UNSPSC :
12352200

Essai

≥95%

Forme

powder

Température de stockage

−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

Clé InChI

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)

Autres remarques

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

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H315,H319,H335

Classification des risques

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

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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.
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
Jie Wang et al.
The Journal of organic chemistry, 84(23), 15315-15322 (2019-11-02)
Highly efficient alkylation of β-chloro ketones and their derivatives was achieved by means of domino dehydrochlorination/Mn-enabled radical-based alkyl-alkyl cross-coupling reaction. In situ-generated α,β-unsaturated ketones and their analogues were identified as the reaction intermediates. Known bioactive compounds, such as melperone and
Shasha Xie et al.
Journal of the American Chemical Society, 141(41), 16237-16242 (2019-10-02)
The intermolecular radical addition to the carbonyl group is difficult due to the facile fragmentation of the resulting alkoxyl radical. To date, the intermolecular radical addition to ketones, a valuable approach to construct quaternary carbon centers, remains a formidable synthetic
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
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