95010-17-6

Basic information

• Product Name: 2,4,6-TRIVINYLCYCLOTRIBOROXANE PYRIDINE COMPLEX
• Synonyms: O'SHEA'S REAGENT;VINYLBORONIC ANHYDRIDE PYRIDINE COMPLEX;AKOS BRN-0208;2,4,6-TRIVINYLCYCLOTRIBOROXANE PYRIDINE;2,4,6-TRIVINYLCYCLOTRIBOROXANE PYRIDINE COMPLEX;AURORA KA-6778;o'shea's;2,4,6-Trivinylboroxin - Pyridine Complex
• CAS NO: 95010-17-6
• Molecular Formula: C₁₁H₁₄B₃NO₃
• Molecular Weight: 240.67
• Product Categories: B (Classes of Boron Compounds);Boronic Acids
• Mol File: 95010-17-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 44 °C
• Boiling Point: 78 °C
• Flash Point: 80 °C
• Appearance: /
• Storage Temp.: Freezer (-20°C)
• Solubility: Soluble in methanol.
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: 2,4,6-TRIVINYLCYCLOTRIBOROXANE PYRIDINE COMPLEX(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-TRIVINYLCYCLOTRIBOROXANE PYRIDINE COMPLEX(95010-17-6)
• EPA Substance Registry System: 2,4,6-TRIVINYLCYCLOTRIBOROXANE PYRIDINE COMPLEX(95010-17-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 95010-17-6(Hazardous Substances Data)

Usage

Description

2,4,6-TRIVINYLCYCLOTRIBOROXANE PYRIDINE COMPLEX is a versatile chemical compound that plays a significant role in various chemical reactions and processes. It is characterized by its unique structure, which consists of a cyclotriboroxane core with three vinyl groups attached to the boron atoms and a pyridine ligand. This complex is known for its ability to act as a reagent, cross-linking agent, and precatalyst in different applications.

Uses

Used in Pharmaceutical Industry:
2,4,6-TRIVINYLCYCLOTRIBOROXANE PYRIDINE COMPLEX is used as a reagent for Suzuki-Miyaura cross-coupling, a widely used method in the synthesis of pharmaceutical compounds. It enables the formation of carbon-carbon bonds, which are essential for the construction of complex organic molecules.
Used in Organic Synthesis:
2,4,6-TRIVINYLCYCLOTRIBOROXANE PYRIDINE COMPLEX is used as a stereoselective synthesis reagent via Palladium-catalyzed carboamination. This process allows for the selective formation of specific isomers, which is crucial for the development of enantiomerically pure compounds with desired biological activities.
Used in Nucleic Acid Chemistry:
2,4,6-TRIVINYLCYCLOTRIBOROXANE PYRIDINE COMPLEX is used as an Alkyl-connected 2-amino-6-vinylpurine (AVP) cross-linking agent to cytosine base in RNA. This application is significant in the study of RNA structure, function, and interactions with other biomolecules.
Used in Polymer Chemistry:
2,4,6-TRIVINYLCYCLOTRIBOROXANE PYRIDINE COMPLEX is used as a recoverable polymeric precatalyst in Suzuki-Miyaura cross-coupling reactions in aqueous media. This application allows for the efficient and environmentally friendly synthesis of polymers with controlled structures and properties.
Used in Chiral Chemistry:
2,4,6-TRIVINYLCYCLOTRIBOROXANE PYRIDINE COMPLEX is used in the kinetic resolution of phosphoryl and sulfonyl esters of binaphthol derivatives via Pd-catalyzed alcoholysis of their vinyl ethers. This process is essential for the separation of enantiomers, which is crucial in the development of chiral compounds with specific biological activities and properties.

Upstream product

• 110-86-1 pyridine 
• 4363-34-2 vinylboronic acid 

Downstream Products

• 1450789-66-8 2-((tert-butoxycarbonyl)amino)-2-(4-((6-methoxy-2-phenylpyrimidin-4-yl)oxy)-3-vinylphenyl)acetic acid 
• 1239576-80-7 methyl 4-[3-ethenyl-1-(phenylmethyl)-1H-pyrazol-4-yl]-5-methyl-2-thiophenecarboxylate 
• 1241589-49-0 C₁₈H₂₆N₂O₅S 

Relevant articles and documents

N-(4-substituted phenyl)-anthranilic acid hydroxamate esters

The present invention relates to oxygenated esters of 4-substituted-phenylamino benzhydroxamic acid derivatives, pharmaceutical compositions and methods of use thereof.