1073353-61-3

Basic information

• Product Name: 3-(PYRROLIDINE-1-CARBONYL)PHENYLBORONIC ACID, PINACOL ESTER
• Synonyms: 3-(PYRROLIDINE-1-CARBONYL)PHENYLBORONIC ACID, PINACOL ESTER;1-[3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZOYL]PYRROLIDINE;3-(PYRROLIDINE-1-CARBONYL)BENZENEBORONIC ACID PINACOL ESTER;3-PYRROLIDINYLCARBONYLPHENYLBORONIC ACID, PINACOL ESTER;Pyrrolidin-1-yl(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone;1-Pyrrolidinyl[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanone
• CAS NO: 1073353-61-3
• Molecular Formula: C₁₇H₂₄BNO₃
• Molecular Weight: 301.19
• Product Categories: Aryl;Boronate Esters;Boronic Acids and Derivatives
• Mol File: 1073353-61-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 92-98 °C
• Boiling Point: 452.1±28.0 °C(Predicted)
• Appearance: /
• Density: 1.11±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -1.41±0.20(Predicted)
• CAS DataBase Reference: 3-(PYRROLIDINE-1-CARBONYL)PHENYLBORONIC ACID, PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(PYRROLIDINE-1-CARBONYL)PHENYLBORONIC ACID, PINACOL ESTER(1073353-61-3)
• EPA Substance Registry System: 3-(PYRROLIDINE-1-CARBONYL)PHENYLBORONIC ACID, PINACOL ESTER(1073353-61-3)

Safety Data

• Hazardous Substances Data: 1073353-61-3(Hazardous Substances Data)

Usage

General Description

3-(Pyrrolidine-1-carbonyl)phenylboronic acid, pinacol ester is a chemical compound used in the field of organic chemistry. It is a boronic acid pinacol ester derivative with a pyrrolidine-1-carbonyl functional group attached to a phenylboronic acid molecule. 3-(PYRROLIDINE-1-CARBONYL)PHENYLBORONIC ACID, PINACOL ESTER is commonly used as a building block for the synthesis of various organic compounds, especially in the development of pharmaceuticals and agrochemicals. It acts as a versatile reagent in organic reactions, such as Suzuki-Miyaura coupling and Buchwald-Hartwig amination, enabling the formation of carbon-carbon and carbon-nitrogen bonds, respectively. Additionally, the pinacol ester moiety in this compound provides stability and protection for the boronic acid functionality, allowing for efficient and selective organic transformations.

Upstream product

• 349118-15-6 (3-iodophenyl)(pyrrolidin-1-yl)methanone 
• 73183-34-3 bis(pinacol)diborane 
• 1711-10-0 3-iodobenzoyl chloride 
• 618-51-9 3-Iodobenzoic acid 
• 3389-54-6 n-benzoylpyrrolidine 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 25487-66-5 3-Carboxyphenylboronic acid 
• 123-75-1 pyrrolidine 
• 269409-73-6 3-carboxyphenylboronic acid pinacol ester 

Downstream Products

• 1395316-32-1 C₁₉H₂₂BrNO₆ 
• 1374457-26-7 3-bromo-5-hydroxy-4-[3-(pyrrolidine-1-carbonyl)-phenyl]-5H-furan-2-one 

Relevant articles and documents

Imidazole carbene ligand with amide remote basic functional group as well as synthesis method and application thereof

The invention discloses an imidazole carbene ligand with an alkaline remote functional group, which is a compound shown as a formula (1). The ligand and gold can form a stable metal complex used for catalyzing cyclization reactions, rearrangement reactions, nucleophilic addition reactions and the like. The invention provides a synthetic route of the novel imidazole carbene ligand and a metal complex thereof, achieving simple and efficient alkyne nucleophilic addition. The NHC-Au catalyst is provided with a Lewis acid activation center taking gold as a center and an alkali activation center taking a basic group as a center, and a hindered Lewis acid-base pair can be formed by utilizing a unique linear structure of a monovalent gold complex (ligand-gold-substrate), so that beneficial interaction between the basic functional group and a nucleophilic reagent or substrate is realized, and dual synergistic activation effects of a catalytic system on a reaction transition state are achieved.

Amide Effects in C?H Activation: Noncovalent Interactions with L-Shaped Ligand for meta Borylation of Aromatic Amides

A new concept for the meta-selective borylation of aromatic amides is described. It has been demonstrated that while esters gave para borylations, amides lead to meta borylations. For achieving high meta selectivity, an L-shaped bifunctional ligand has been employed and engages in an O???K noncovalent interaction with the oxygen atom of the moderately distorted amide carbonyl group. This interaction provides exceptional control for meta C?H activation/borylation.