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3-(N,N-DIMETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER is an organoboron compound that features a boronic acid functional group and a pinacol ester moiety. It is widely utilized in organic synthesis due to its ability to participate in various reactions, such as Suzuki-Miyaura cross-coupling reactions, which are crucial for the synthesis of biologically active compounds. The pinacol ester component enhances the stability and reactivity of the boronic acid functionality, making 3-(N,N-DIMETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER a valuable reagent in the formation of carbon-carbon bonds within the realm of organic chemistry.

400727-57-3

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400727-57-3 Usage

Uses

Used in Organic Synthesis:
3-(N,N-DIMETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER is used as a reagent for the formation of carbon-carbon bonds, facilitating the synthesis of complex organic molecules and biologically active compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-(N,N-DIMETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs with potential therapeutic applications.
Used in Chemical Research:
3-(N,N-DIMETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER is employed as a research tool in chemical laboratories to explore novel reaction pathways and mechanisms, furthering the understanding of boronic acid chemistry and its applications in organic synthesis.
Used in Material Science:
In the field of material science, 3-(N,N-DIMETHYLAMINOCARBONYL)PHENYLBORONIC ACID, PINACOL ESTER is utilized in the development of new materials with specific properties, such as those with enhanced stability or reactivity, which can be applied in various industrial processes.

Check Digit Verification of cas no

The CAS Registry Mumber 400727-57-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,0,0,7,2 and 7 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 400727-57:
(8*4)+(7*0)+(6*0)+(5*7)+(4*2)+(3*7)+(2*5)+(1*7)=113
113 % 10 = 3
So 400727-57-3 is a valid CAS Registry Number.
InChI:InChI=1/C15H22BNO3/c1-14(2)15(3,4)20-16(19-14)12-9-7-11(8-10-12)13(18)17(5)6/h7-10H,1-6H3

400727-57-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(N,N-Dimethylaminocarbonyl)Phenylboronic Acid, Pinacol Ester

1.2 Other means of identification

Product number -
Other names 4-(N,N-Dimethylaminocarbonyl)phenylboronic acid,pinacol ester

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:400727-57-3 SDS

400727-57-3Relevant academic research and scientific papers

Hydrogenation of (Hetero)aryl Boronate Esters with a Cyclic (Alkyl)(amino)carbene–Rhodium Complex: Direct Access to cis-Substituted Borylated Cycloalkanes and Saturated Heterocycles

Ling, Liang,He, Yuan,Zhang, Xue,Luo, Meiming,Zeng, Xiaoming

supporting information, p. 6554 - 6558 (2019/04/17)

We herein report the hydrogenation of substituted aryl- and heteroaryl boronate esters for the selective synthesis of cis-substituted borylated cycloalkanes and saturated heterocycles. A cyclic (alkyl)(amino)carbene-ligated rhodium complex with two dimethyl groups at the ortho-alkyl scaffold of the carbene showed high reactivity in promoting the hydrogenation, thereby enabling the hydrogenation of (hetero)arenes with retention of the synthetically valuable boronate group. This process constitutes a clean, atom-economic, as well as chemo- and stereoselective route for the generation of cis-configured, diversely substituted borylated cycloalkanes and saturated heterocycles that are usually elusive and difficult to prepare.

Hydrogen Bond Directed ortho-Selective C?H Borylation of Secondary Aromatic Amides

Bai, Shao-Tao,Bheeter, Charles B.,Reek, Joost N. H.

supporting information, p. 13039 - 13043 (2019/07/31)

Reported is an iridium catalyst for ortho-selective C?H borylation of challenging secondary aromatic amide substrates, and the regioselectivity is controlled by hydrogen-bond interactions. The BAIPy-Ir catalyst forms three hydrogen bonds with the substrate during the crucial activation step, and allows ortho-C?H borylation with high selectivity. The catalyst displays unprecedented ortho selectivities for a wide variety of substrates that differ in electronic and steric properties, and the catalyst tolerates various functional groups. The regioselective C?H borylation catalyst is readily accessible and converts substrates on gram scale with high selectivity and conversion.

AMINOPYRIDINE DERIVATIVES AS PHOSPHATIDYLINOSITOL PHOSPHATE KINASE INHIBITORS

-

, (2019/07/13)

The invention relates to inhibitors of PI5P4K inhibitors useful in the treatment of cancers, neurodegenerative diseases, inflammatory disorders, and metabolic diseases, having the Formula: (I) where A, B, R1, X1, X2, and W are described herein.

The condensed heterocyclic compound such as Bruton kinase inhibitors (by machine translation)

-

Paragraph 0163; 0164; 0165; 0168; 0169, (2018/04/20)

The invention relates to a fused heterocycle derivative and an application, which has a structure shown in a formula 1). The compound with the structure shown in the formula 1) has good inhibition effect to Bruton kinases activity, and median inhibitory concentration is lower than 10mol.L generally.

para-Selective C?H Borylation of (Hetero)Arenes by Cooperative Iridium/Aluminum Catalysis

Yang, Lichen,Semba, Kazuhiko,Nakao, Yoshiaki

supporting information, p. 4853 - 4857 (2017/04/11)

para-Selective C?H borylation of benzamides and pyridines has been achieved by cooperative iridium/aluminum catalysis. A combination of iridium catalysts commonly employed for arene C?H borylation and bulky aluminum-based Lewis acid catalysts provides an unprecedented strategy for controlling the regioselectivity of C?H borylation to give variously substituted (hetero)arylboronates, which are versatile synthetic intermediates for complex multi-substituted aromatic compounds.

BIPYRIDYL COMPOUND

-

Paragraph 0104-0105; 0143-0150, (2017/01/26)

There are provided a compound capable of being a novel ligand allowing regioselective borylation to be performed in the aromatic borylation reaction, and a catalyst using the same compound. There is provided a bipyridyl compound represented by a general f

TBK/IKK INHIBITOR COMPOUNDS AND USES THEREOF

-

Paragraph 0241; 0243, (2017/01/23)

The present invention relates to compounds of Formula I and pharmaceutically acceptable compositions thereof, useful as TBK/IKKε inhibitors.

Palladium-Catalyzed Monofluoromethylation of Arylboronic Esters with Fluoromethyl Iodide

Hu, Jingyu,Gao, Bing,Li, Lingchun,Ni, Chuanfa,Hu, Jinbo

supporting information, p. 3086 - 3089 (2015/06/30)

The first palladium-catalyzed direct monofluoromethylation of arylboronic esters to produce monofluoromethyl arenes is reported. The reaction is typically carried out at room temperature within 4 h and has a good functional group tolerance. The monofluoromethylating agent, CH2FI, was readily prepared via a halogen-exchange process.

A meta-selective C-H borylation directed by a secondary interaction between ligand and substrate

Kuninobu, Yoichiro,Ida, Haruka,Nishi, Mitsumi,Kanai, Motomu

, p. 712 - 717 (2015/09/01)

Regioselective C-H bond transformations are potentially the most efficient method for the synthesis of organic molecules. However, the presence of many C-H bonds in organic molecules and the high activation barrier for these reactions make these transformations difficult. Directing groups in the reaction substrate are often used to control regioselectivity, which has been especially successful for the ortho-selective functionalization of aromatic substrates. Here, we describe an iridium-catalysed meta-selective C-H borylation of aromatic compounds using a newly designed catalytic system. The bipyridine-derived ligand that binds iridium contains a pendant urea moiety. A secondary interaction between this urea and a hydrogen-bond acceptor in the substrate places the iridium in close proximity to the meta-C-H bond and thus controls the regioselectivity. 1 H NMR studies and control experiments support the participation of hydrogen bonds in inducing regioselectivity. Reversible direction of the catalyst through hydrogen bonds is a versatile concept for regioselective C-H transformations.

IMIDE AND ACYLUREA DERIVATIVES AS MODULATORS OF THE GLUCOCORTICOID RECEPTOR

-

Page/Page column 89, (2015/03/13)

Novel non-steroidal compounds are provided which are useful in treating diseases or disorders associated with modulation of the glucocorticoid receptor, AP-1, and/or NF-KB activity, including metabolic and inflammatory and immune diseases or disorders, having the structure of formula (I): an enantiomer, diastereomer, or tautomer thereof, or a pharmaceutically-acceptable salt thereof, in which the variables are as defined in the specification.

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