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Methyl 4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate is a chemical compound characterized by the molecular formula C12H17BO4S. It is a versatile building block in organic synthesis, particularly for the production of pharmaceuticals, agrochemicals, and materials. Methyl 4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate is renowned for its reactivity and its role in the Suzuki-Miyaura cross-coupling reaction, a pivotal method for connecting aromatic or heteroaromatic compounds. Its utility extends to the construction of small molecule libraries, which are instrumental in drug discovery and development.

1040281-86-4

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1040281-86-4 Usage

Uses

Used in Organic Synthesis:
Methyl 4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate is used as a building block for the synthesis of various pharmaceuticals, agrochemicals, and materials, due to its versatile reactivity and compatibility with a wide range of chemical reactions.
Used in the Suzuki-Miyaura Cross-Coupling Reaction:
In the field of organic chemistry, Methyl 4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate is used as a reagent in the Suzuki-Miyaura cross-coupling reaction. This reaction is crucial for connecting aromatic or heteroaromatic compounds, facilitating the formation of carbon-carbon bonds and contributing to the creation of complex molecular structures.
Used in Drug Discovery and Development:
Methyl 4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate is utilized in the construction of small molecule libraries, which are essential for drug discovery and development. Its presence in these libraries allows for the exploration of new chemical entities with potential therapeutic applications.
Used in Pharmaceutical Industry:
Methyl 4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate is used as a key intermediate in the synthesis of pharmaceutical compounds, contributing to the development of new drugs with improved efficacy and safety profiles.
Used in Agrochemical Industry:
In the agrochemical sector, Methyl 4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate is employed in the synthesis of agrochemicals, such as pesticides and herbicides, to enhance crop protection and yield.
Used in Materials Science:
Methyl 4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate is also used in the development of new materials with specific properties, such as conductivity, stability, or biocompatibility, for applications in various industries, including electronics, energy, and medicine.

Check Digit Verification of cas no

The CAS Registry Mumber 1040281-86-4 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,4,0,2,8 and 1 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1040281-86:
(9*1)+(8*0)+(7*4)+(6*0)+(5*2)+(4*8)+(3*1)+(2*8)+(1*6)=104
104 % 10 = 4
So 1040281-86-4 is a valid CAS Registry Number.

1040281-86-4SDS

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 Methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-3-carboxylate

1.2 Other means of identification

Product number -
Other names 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-thiophene-3-carboxylic acid methyl 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:1040281-86-4 SDS

1040281-86-4Relevant academic research and scientific papers

PKB inhibitor

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Paragraph 0115; 0116; 0117; 0118, (2021/03/13)

The invention provides a PKB inhibitor, particularly relates to a compound shown as a formula I or a pharmaceutically acceptable salt thereof. The invention further provides a preparation method of the compound.

NOVEL SUBSTITUTED PYRIDO-PIPERAZINONE DERIVATIVES AS GAMMA SECRETASE MODULATORS

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Paragraph 0690-0691, (2018/11/26)

The present invention is concerned with novel substituted pyrido-piperazinone derivatives of Formula (I) wherein R1, R2, R3, R4, R5, L, Z and X have the meaning defined in the claims. The compounds according to the present invention are useful as gamma secretase modulators. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.

NOVEL SUBSTITUTED PYRIDO-PIPERAZINONE DERIVATIVES AS GAMMA SECRETASE MODULATORS

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Page/Page column 81, (2014/08/06)

The present invention is concerned with novel substituted pyrido-piperazinone derivatives of Formula (I) wherein R1, R2, R3, R4, R5, L, Z and X have the meaning defined in the claims. The compounds according to the present invention are useful as gamma secretase modulators. The invention further relates to processes for preparing such novel compounds, pharmaceutical compositions comprising said compounds as an active ingredient as well as the use of said compounds as a medicament.

A C-H borylation approach to suzuki-miyaura coupling of typically unstable 2-heteroaryl and polyfluorophenyl boronates

Robbins, Daniel W.,Hartwig, John F.

supporting information; experimental part, p. 4266 - 4269 (2012/10/08)

A method for the synthesis of biaryls and heterobiaryls from arenes and haloarenes without the intermediacy of unstable boronic acids is described. Pinacol boronate esters that are analogous to unstable boronic acids are formed in high yield by iridium-catalyzed C-H borylation of heteroarenes and fluoroarenes. These boronates are stable in the solid state or in solution and can be generated and used in situ. They couple with aryl halides in the presence of simple palladium catalysts, providing a convenient route to biaryl and heteroaryl products that have been challenging to prepare via boronic acids.

Iridium-catalyzed borylation of thiophenes: versatile, synthetic elaboration founded on selective C-H functionalization

Chotana, Ghayoor A.,Kallepalli, Venkata A.,Maleczka Jr., Robert E.,Smith III, Milton R.

, p. 6103 - 6114 (2008/12/20)

Iridium-catalyzed borylation has been applied to various substituted thiophenes to synthesize poly-functionalized thiophenes in good to excellent yields. Apart from common functionalities compatible with iridium-catalyzed borylations, additional functional group tolerance to acyl (COMe) and trimethylsilyl (TMS) groups was also observed. High regioselectivities were observed in borylation of 3- and 2,5-di-substituted thiophenes. Electrophilic aromatic C-H/C-Si bromination on thiophene boronate esters is shown to take place without breaking the C-B bond, and one-pot C-H borylation/Suzuki-Miyaura cross-coupling has been accomplished on 2- and 3-borylated thiophenes.

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