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4-(1'-Carboxyl-cyclopropyl)phenylboronic acid is a boronic acid compound characterized by a molecular formula of C10H11BO4. It features a phenyl group substituted with a carboxyl-cyclopropyl moiety and a boronic acid functional group, which endows it with the capability to engage in cross-coupling reactions with aryl halides or pseudohalides. This versatile reagent is widely recognized for its utility in organic synthesis, particularly as a building block for the preparation of various functionalized compounds.

1159489-46-9

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1159489-46-9 Usage

Uses

Used in Organic Synthesis:
4-(1'-Carboxyl-cyclopropyl)phenylboronic acid is used as a building block in organic synthesis for the preparation of a variety of functionalized compounds. Its unique structure allows for the creation of diverse organic molecules with potential applications in various fields.
Used in Suzuki-Miyaura Coupling Reactions:
In the field of cross-coupling reactions, 4-(1'-Carboxyl-cyclopropyl)phenylboronic acid is used as a reagent in Suzuki-Miyaura coupling to form carbon-carbon bonds. This reaction is a powerful tool in organic chemistry for the formation of new carbon-carbon bonds, which is crucial for the synthesis of complex organic molecules and pharmaceuticals.
Used in Pharmaceutical Industry:
4-(1'-Carboxyl-cyclopropyl)phenylboronic acid is used as a key intermediate in the synthesis of pharmaceutical compounds. Its ability to form carbon-carbon bonds through cross-coupling reactions makes it a valuable component in the development of new drugs and medicinal agents.
Used in Chemical Research:
In the realm of chemical research, 4-(1'-Carboxyl-cyclopropyl)phenylboronic acid is utilized as a reagent to explore new reaction pathways and mechanisms. Its unique properties and reactivity provide researchers with opportunities to investigate novel chemical transformations and develop innovative synthetic methods.

Check Digit Verification of cas no

The CAS Registry Mumber 1159489-46-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,1,5,9,4,8 and 9 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1159489-46:
(9*1)+(8*1)+(7*5)+(6*9)+(5*4)+(4*8)+(3*9)+(2*4)+(1*6)=199
199 % 10 = 9
So 1159489-46-9 is a valid CAS Registry Number.

1159489-46-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(4-Boronophenyl)cyclopropanecarboxylic acid

1.2 Other means of identification

Product number -
Other names 1-(4-boronophenyl)cyclopropane-1-carboxylic acid

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:1159489-46-9 SDS

1159489-46-9Relevant academic research and scientific papers

Development of a Concise Multikilogram Synthesis of LPA-1 Antagonist BMS-986020 via a Tandem Borylation-Suzuki Procedure

Smith, Michael J.,Lawler, Michael J.,Kopp, Nathaniel,McLeod, Douglas D.,Davulcu, Akin H.,Lin, Dong,Katipally, Kishta,Sfouggatakis, Chris

, p. 1859 - 1863 (2017/11/24)

The process development for the synthesis of BMS-986020 (1) via a palladium catalyzed tandem borylation/Suzuki reaction is described. Evaluation of conditions culminated in an efficient borylation procedure using tetrahydroxydiboron followed by a tandem Suzuki reaction employing the same commercially available palladium catalyst for both steps. This methodology addressed shortcomings of early synthetic routes and was ultimately used for the multikilogram scale synthesis of the active pharmaceutical ingredient 1. Further evaluation of the borylation reaction showed useful reactivity with a range of substituted aryl bromides and iodides as coupling partners. These findings represent a practical, efficient, mild, and scalable method for borylation.

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