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(cis)-2-methoxycarbonylcyclopropane boronic acid pinacol ester, with the molecular formula C11H17BO4, is a boronic acid pinacol ester derivative of cyclopropane. It features a cyclopropane ring with a boronic acid group attached, making it a versatile compound in the realm of organic chemistry.

126689-05-2

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126689-05-2 Usage

Uses

Used in Organic Synthesis:
(cis)-2-methoxycarbonylcyclopropane boronic acid pinacol ester is utilized as a reagent in organic synthesis, particularly for various reactions such as Suzuki-Miyaura cross-coupling reactions. These reactions are crucial for the formation of carbon-carbon bonds, which are essential in creating complex organic molecules.
Used in Chemical Research:
In the field of chemical research, (cis)-2-methoxycarbonylcyclopropane boronic acid pinacol ester serves as a valuable tool. Its unique structure and functional groups make it a promising candidate for studying and developing new chemical reactions and processes.
Used in Pharmaceutical Industry:
(cis)-2-methoxycarbonylcyclopropane boronic acid pinacol ester is employed as a building block in the synthesis of complex organic molecules, which can be further utilized in the development of pharmaceutical compounds. Its methoxycarbonyl group adds to its versatility, making it a valuable asset in drug discovery and design.
Used in Material Science:
(cis)-2-methoxycarbonylcyclopropane boronic acid pinacol ester's stability and solubility, provided by the pinacol ester group, make it suitable for applications in material science. It can be used in the development of new materials with specific properties, such as improved mechanical strength or chemical resistance.
Overall, (cis)-2-methoxycarbonylcyclopropane boronic acid pinacol ester is a multifaceted compound with applications spanning across various industries, including organic synthesis, chemical research, pharmaceuticals, and material science. Its unique structure and functional groups make it a valuable tool for researchers and chemists alike.

Check Digit Verification of cas no

The CAS Registry Mumber 126689-05-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,6,6,8 and 9 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 126689-05:
(8*1)+(7*2)+(6*6)+(5*6)+(4*8)+(3*9)+(2*0)+(1*5)=152
152 % 10 = 2
So 126689-05-2 is a valid CAS Registry Number.

126689-05-2Downstream Products

126689-05-2Relevant academic research and scientific papers

Iridium-catalyzed C-H borylation of cyclopropanes

Liskey, Carl W.,Hartwig, John F.

, p. 3375 - 3378 (2013)

The borylation of cyclopropanes catalyzed by the combination of (η6-mes)IrBpin3 or [Ir(COD)OMe]2 and a phenanthroline derivative is reported. The borylation occurs selectively at the methylene C-H bonds of the cyclopropane ring over methine or methyl C-H bonds. High diasteroselectivities were observed from reactions catalyzed by the combination of iridium and 2,9-Me2phenanthroline. The cyclopropylboronate esters that are generated are versatile synthetic intermediates that can be converted to trifluoroborate salts, boronic acids, cyclopropylarenes, cyclopropylamines, and cyclopropanols.

CATALYSTS AND BORONATE ESTERS

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Page/Page column 9, (2012/09/11)

The invention provides catalysts and methods for preparing boronate esters. The methods can include the borylation of a secondary or primary C—H bond, for example, by contacting a reactant having a methylene or methyl and a diboron bis-ester in the presence of an effective catalyst. The contacting can be in the presence of an iridium complex, to effect borylation of the secondary or primary C—H bond, thereby providing the boronate ester. The boronate esters can be readily isolated and/or converted into other useful compounds and intermediates.

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