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1149-24-2

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1149-24-2 Usage

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 2, p. 214, 1943Tetrahedron, 28, p. 5911, 1972Tetrahedron Letters, 34, p. 623, 1993 DOI: 10.1016/S0040-4039(00)61635-0

General Description

Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate is formed during the oxidation of 4-substituted Hantsch dihydropyridines in presence of methanesulfonic acid, sodium nitrite and wet SiO2 as oxidizing agents.

Check Digit Verification of cas no

The CAS Registry Mumber 1149-24-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,4 and 9 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1149-24:
(6*1)+(5*1)+(4*4)+(3*9)+(2*2)+(1*4)=62
62 % 10 = 2
So 1149-24-2 is a valid CAS Registry Number.
InChI:InChI=1/C13H17NO4/c1-5-17-12(15)10-7-11(13(16)18-6-2)9(4)14-8(10)3/h7H,5-6H2,1-4H3

1149-24-2 Well-known Company Product Price

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  • Aldrich

  • (120251)  Diethyl2,6-dimethylpyridine-3,5-dicarboxylate  99%

  • 1149-24-2

  • 120251-5G

  • 1,674.27CNY

  • Detail

1149-24-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate

1.2 Other means of identification

Product number -
Other names diethyl 2,6-dimethylpyridine-3,5-dicarboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1149-24-2 SDS

1149-24-2Relevant articles and documents

Reductive amination of aldehydes and ketones by a Hantzsch dihydropyridine using scandium triflate as a catalyst

Itoh, Takashi,Nagata, Kazuhiro,Kurihara, Ayako,Miyazaki, Michiko,Ohsawa, Akio

, p. 3105 - 3108 (2002)

Direct reductive amination of aldehydes and ketones was carried out using a Hantzsch dihydropyridine as a reducing agent in the presence of a catalytic amount of a Lewis acid.

Photoinduced Aromatization of Dihydropyridines

Lu, Zheng,Yang, Yong-Qing,Li, Hong-Xia

, p. 4221 - 4227 (2016)

The combination of tris(bipyridine)ruthenium(II)/visible light/air is found to be effective for the aromatization of many dihydropyridines. A low catalyst loading of just 0.02 mol% is required.

Histidine-Specific Peptide Modification via Visible-Light-Promoted C-H Alkylation

Chen, Xiaoping,Ye, Farong,Luo, Xiaosheng,Liu, Xueyi,Zhao, Jie,Wang, Siyao,Zhou, Qingqing,Chen, Gong,Wang, Ping

, p. 18230 - 18237 (2019)

Histidine (His) carries a unique heteroaromatic imidazole side chain and plays irreplaceable functional roles in peptides and proteins. Existing strategies for site-selective histidine modification predominantly rely on the N-substitution reactions of the moderately nucleophilic imidazole group, which inherently suffers from the interferences from lysine and cysteine residues. Chemoselective modification of histidine remains one of the most difficult challenges in peptide chemistry. Herein, we report peptide modification via radical-mediated chemoselective C-H alkylation of histidine using C4-alkyl-1,4-dihydropyridine (DHP) reagents under visible-light-promoted conditions. The method exploits the electrophilic reactivity of the imidazole ring via a Minisci-type reaction pathway. This method exhibits an exceptionally broad scope for both peptides and DHP alkylation reagents. Its utility has been demonstrated in a series of important peptide drugs, complex natural products, and a small protein. Distinct from N-substitution reactions, the unsubstituted nitrogen groups of the modified imidazole ring are conserved in the C-H alkylated products.

The Aromatization of Hantzsch Dihydropyridines with Nitric Oxide (NO)

Itoh, Takashi,Nagata, Kazuhiro,Okada, Mamiko,Ohsawa, Akio

, p. 2269 - 2272 (1995)

Hantzsch dihydropyridines were readily oxidized by nitric oxide to give corresponding pyridines in quantitative yields.This reaction system required no work-up procedure.In the presence of oxygen, it was possible to reduce nitric oxide to less than an equ

Dealkenylative Ni-Catalyzed Cross-Coupling Enabled by Tetrazine and Photoexcitation

Cao, Yuhui,Che, Jinteng,Chen, Han,Chen, Si-Cong,Fang, Xianhe,Guo, Yinliang,Guo, Zhixian,Kong, Lingran,Li, Chen,Lu, Jia-Tian,Luo, Tuoping,Zhang, Nan,Zhu, Qi

supporting information, p. 14046 - 14052 (2021/09/13)

A new and general method to functionalize the C(sp3)-C(sp2) bond of alkyl and alkene linkages has been developed, leading to the dealkenylative generation of carbon-centered radicals that can be intercepted to undergo Ni-catalyzed C(sp3)-C(sp2) cross-coupling. This one-pot protocol leverages the easily procured alkene feedstocks for organic synthesis with excellent functional group compatibility without the need for a photoredox catalyst.

Anti-Markovnikov hydroarylation of alkenes via polysulfide anion photocatalysis

Chiba, Shunsuke,Li, Haoyu,Liu, Yuliang

supporting information, p. 6264 - 6267 (2021/07/02)

A protocol for anti-Markovnikov hydroarylation of alkenes with aryl halides has been developed using polysulfide anions as photocatalysts in the presence of the Hantzsch ester and water under irradiation with visible light.

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