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(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol is a chemical compound that is a derivative of phenylmethanol, featuring an additional boron-containing group attached to the phenyl ring. (3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol is recognized for its stability, versatility, and unique reactivity due to the presence of the boron atom, making it a valuable tool in the field of organic synthesis and chemical research.

443776-76-9

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443776-76-9 Usage

Uses

Used in Organic Synthesis:
(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol is used as a reagent for the formation of carbon-carbon bonds, which is crucial in the synthesis of various organic compounds. Its unique reactivity and properties facilitate a range of chemical reactions, contributing to the creation of complex molecular structures.
Used in Chemical Research:
In the realm of chemical research, (3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol serves as a versatile building block for the development of new chemical entities. Its stability and the boron-containing group provide researchers with a platform to explore novel reactions and mechanisms, potentially leading to advancements in material science, pharmaceuticals, and other related fields.
Used in the Preparation of Organic Compounds:
(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol is utilized in the preparation of a wide array of organic compounds, including those with potential applications in various industries such as pharmaceuticals, agrochemicals, and materials science. Its role in the synthesis process is pivotal for the production of these compounds, highlighting its importance in the chemical manufacturing process.

Check Digit Verification of cas no

The CAS Registry Mumber 443776-76-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,4,3,7,7 and 6 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 443776-76:
(8*4)+(7*4)+(6*3)+(5*7)+(4*7)+(3*6)+(2*7)+(1*6)=179
179 % 10 = 9
So 443776-76-9 is a valid CAS Registry Number.
InChI:InChI=1/C13H19BO3/c1-12(2)13(3,4)17-14(16-12)11-7-5-6-10(8-11)9-15/h5-8,15H,9H2,1-4H3

443776-76-9 Well-known Company Product Price

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  • Aldrich

  • (703001)  3-(Hydroxymethyl)phenylboronicacidpinacolester  96%

  • 443776-76-9

  • 703001-1G

  • 361.53CNY

  • Detail
  • Aldrich

  • (703001)  3-(Hydroxymethyl)phenylboronicacidpinacolester  96%

  • 443776-76-9

  • 703001-5G

  • 1,542.06CNY

  • Detail

443776-76-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name (3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanol

1.2 Other means of identification

Product number -
Other names [3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanol

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:443776-76-9 SDS

443776-76-9Relevant academic research and scientific papers

Preparation method of aryl borate catalyzed by cesium neovalerate

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Paragraph 0058-0061, (2021/09/22)

The preparation method comprises the following steps: dissolving a compound of formula (I) and a diboron compound in an organic solvent, then adding an organic solvent dissolved with cesium neovalerate, palladium acetate and triphenylphosphine, and carrying out reaction to obtain aryl boronic acid ester. In the formula (I) R1. R2, R3, R4 and R5 are each independently selected from H, C. 1 - C10 Alkyl group, C2 - C10 Alkenyl, C2 - C10 Alkynyl group, C1 - C10 Alkoxy, hydroxy, hydroxy-substituted C1 - C10 Alkyl, phenyl, C1 - C10 Alkylamino. X Is selected from F, Cl, Br, i. The preparation method has the advantages of low production cost, high product yield, high purity, simple operation and suitability for industrial mass production.

Para-Selective C-H Borylation of Common Arene Building Blocks Enabled by Ion-Pairing with a Bulky Countercation

Mihai, Madalina T.,Williams, Benjamin D.,Phipps, Robert J.

, p. 15477 - 15482 (2019/10/11)

The selective functionalization of C-H bonds at the arene para position is highly challenging using transition metal catalysis. Iridium-catalyzed borylation has emerged as a leading technique for arene functionalization, but there are only a handful of strategies for para-selective borylation, which operate on specific substrate classes and use bespoke ligands or catalysts. We describe a remarkably general protocol which results in para-selectivity on some of the most common arene building blocks (anilines, benzylamines, phenols, benzyl alcohols) and uses standard borylation ligands. Our strategy hinges upon the facile conversion of the substrates into sulfate or sulfamate salts, wherein the anionic arene component is paired with a tetrabutylammonium cation. We hypothesize that the bulk of this cation disfavors meta-C-H borylation, thereby promoting the challenging para-selective reaction.

HETEROCYCLIC INHIBITORS OF MONOCARBOXYLATE TRANSPORTERS

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Paragraph 27; 28; 36, (2016/08/17)

The invention provides compounds that inhibit monocarboxylate transporters, such as MCT1 and MCT4. Compounds of the invention can be used for treatment of a condition in a patient, wherein the condition is characterized by the heightened activity or by the high prevalence of MCT1 and/or MCT4, such as cancer or type II diabetes.

PHOSPHOINOSITIDE 3-KINASE INHIBITORS WITH ZINC BINDING MOIETY

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Paragraph 0296; 0353, (2016/10/07)

PROBLEM TO BE SOLVED: To provide phosphoinositide 3-kinase inhibitors with a zinc binding moiety. SOLUTION: There is provided a compound represented by formula (I) in the figure. (X is S, O or the like; Y is CH, N or the like; G1 is optionally substituted N or the like; R1 and R2 are each independently H or the like; C is a substituted heterocycle or the like; B is a linear alkyl or the like; Ra and Rb together with the nitrogen atom coupled to them are morpholino or the like; G2 is an indazole ring or the like; q, r and s are independently from 0 to 1, provided that at least one of them is 1; t is from 0 to 1; n is from 0 to 4; and p is from 0 to 2.) COPYRIGHT: (C)2016,JPOandINPIT

Synthesis of boron-containing primary amines

Chung, Sheng-Hsuan,Lin, Ting-Ju,Hu, Qian-Yu,Tsai, Chia-Hua,Pan, Po-Shen

, p. 12346 - 12367 (2013/11/06)

In this study, boron-containing primary amines were synthesized for use as building blocks in the study of peptoids. In the first step, Gabriel synthesis conditions were modified to enable the construction of seven different aminomethylphenyl boronate esters in good to excellent yields. These compounds were further utilized to build peptoid analogs via an Ugi four-component reaction (Ugi-4CR) under microwave irradiation. The prepared Ugi-4CR boronate esters were then successfully converted to the corresponding boronic acids. Finally, the peptoid structures were successfully modified by cross-coupling to aryl/heteroaryl chlorides via a palladium-mediated Suzuki coupling reaction to yield the corresponding derivatives in moderate to good yields.

TREATMENT OF CANCERS HAVING K-RAS MUTATIONS

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Paragraph 0407; 0408, (2013/05/08)

The present invention provides a method of treating a cancer associated with a K-ras mutation in a subject in need thereof. The method comprises the steps of: (1) identifying a subject with a cancer associated with a K-ras mutation; and (2) administering to the subject (i) an inhibitor of PI3 kinase and (ii) an HDAC inhibitor, wherein the PI3 kinase inhibitor and the HDAC inhibitor are administered in amounts which together are therapeutically effective.

Synthesis of amines with pendant boronic esters by borrowing hydrogen catalysis

Ma, Winson M. J.,James, Tony D.,Williams, Jonathan M. J.

supporting information, p. 4850 - 4853 (2013/10/08)

Amine alkylation reactions of alcohols have been performed in the presence of boronic ester groups to provide products which are known to have use as molecular sensors. The boronic ester moiety could be present in either the alcohol or amine starting mate

TRIAZOLOPYRIDINE COMPOUNDS

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Page/Page column 50, (2012/12/14)

The present invention relates to the use of novel triazolopyridine derivatives of formula I: wherein all variable substituents are defined as described herein, which are SYK inhibitors and are useful for the treatment of auto-immune and inflammatory diseases.

TRIAZOLOPYRIDINE COMPOUNDS

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Page/Page column 77, (2013/02/28)

The present invention relates to the use of novel triazolopyridine derivatives of formula I: wherein all variable substituents are defined as described herein, which are SYK inhibitors and are useful for the treatment of auto-immune and inflammatory diseases.

TREATMENT OF CANCERS HAVING K-RAS MUTATIONS

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Page/Page column 187, (2011/11/01)

The present invention provides a method of treating a cancer associated with a K- ras mutation in a subject in need thereof. The method comprises the steps of (1) identifying a subject with a cancer associated with a K-ras mutation; and (2) adminsiterign to the subject (i) an inhibitor of PI3 kinase and (ii) an HDAC inhibitor, wherein the PI3 kinase inhibitor and the HDAC inhibitor are administered in amounts which together are therapeutically effective.

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