55552-70-0

Basic information

• Product Name: 3-Furanboronic acid
• Synonyms: FURAN-3-BORONIC ACID;3-FURYLBORONIC ACID;3-FURANBORONIC ACID;3-FURANYLBORONIC ACID;TIMTEC-BB SBB004327;RARECHEM AH PB 0244;3-Furylboronic acid (contains varying amounts of anhydride);furan-3-ylboronic acid
• CAS NO: 55552-70-0
• Molecular Formula: C₄H₅BO₃
• Molecular Weight: 111.89
• EINECS: -0
• Product Categories: blocks;BoronicAcids;Heterocycles;Boronic acids;Boronic acid;Furan;Organoborons;B (Classes of Boron Compounds);Boronic Acids;Boronic Acids and Derivatives;Heteroaryl;Boronic Acids and Derivatives;Chemical Synthesis;Heteroaryl Boronic Acids;Organometallic Reagents
• Mol File: 55552-70-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 139-144 °C (dec.)(lit.)
• Boiling Point: 247.7 °C at 760 mmHg
• Flash Point: 103.6 °C
• Appearance: Yellow/Crystalline Powder
• Density: 1.25 g/cm³
• Vapor Pressure: 0.0134mmHg at 25°C
• Refractive Index: 1.49
• Storage Temp.: 0-6°C
• Solubility: Soluble in methanol.
• PKA: 7.95±0.10(Predicted)
• BRN: 1635653
• CAS DataBase Reference: 3-Furanboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Furanboronic acid(55552-70-0)
• EPA Substance Registry System: 3-Furanboronic acid(55552-70-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-3-37
• WGK Germany: 3
• HazardClass: IRRITANT, AIR SENSITIVE, KEEP CO
• Hazardous Substances Data: 55552-70-0(Hazardous Substances Data)

Usage

Chemical Properties

White to light yellow crystal powde

Uses

Furan-3-boronic acid use furan-3-boronic acid as our coupling partner in many reactions. A chitosan uricase (UOx)-poly (furan-3-boronic acid)(PFBA)-Pd nanoparticles (PdNPs)/plated Pd (Pd plate)/multiwalled carbon nanotubes (MWCNTs)/Au electrode was prepared for fabricating an amperometric biosensor and a biofuel cell (BFC) of uric acid.

InChI:InChI=1/C4H5BO3/c6-5(7)4-1-2-8-3-4/h1-3,6-7H

Upstream product

• 22037-28-1 3-bromofurane 
• 5419-55-6 Triisopropyl borate 
• 13675-18-8 tetrahydroxydiboron 

Downstream Products

• 220467-37-8 2-(3-furyl)indole-3-carbaldehyde 
• 710351-87-4 4-Methyl-3-(3-furyl)-nitrobenzene 
• 339530-14-2 2-{3-[3-(5-benzyloxy-2-ethyl-4-furan-3-yl-phenoxy)propoxy]-2-propylphenoxy}benzoic acid methyl ester 
• 339530-11-9 2-{3-[3-(2-ethyl-4-furan-3-yl-5-hydroxyphenoxy)propoxy]-2-propyl-phenoxy}benzoic acid methyl ester 
• 329280-87-7 3-[6-(furan-3-yl)-imidazo[4,5-b]pyridin-3-yl]phenol 
• 208988-20-9 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-(3-furanyl)pyrazole 
• 214353-55-6 N-[4-(4-(furan-3-yl)phenoxy)benzenesulfonyl]-S-[(pyrid-2-yl)methyl]-D-penicillamine 
• 891842-78-7 4-((5-ethoxy-2-fluoro-3-isopropoxyphenyl)(6-(furan-3-yl)pyridin-2-yl)methylamino)benzonitrile 
• 926646-65-3 1-[3-(3-furyl)phenyl]piperazine 
• 622860-55-3 9-hydroxy-4-pyridin-3-yl-6H-pyrrolo[3,4-c]carbazole-1,3-dione 
• 622860-48-4 9-Hydroxy-4-(3-methoxyphenyl)pyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione 

Relevant articles and documents

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

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.

Nickel-catalyzed borylation of halides and pseudohalides with tetrahydroxydiboron [B2(OH)4]

Arylboronic acids are gaining increased importance as reagents and target structures in a variety of useful applications. Recently, the palladium-catalyzed synthesis of arylboronic acids employing the atom-economical tetrahydroxydiboron (BBA) reagent has been reported. The high cost associated with palladium, combined with several limitations of both palladium- and copper-catalyzed processes, prompted us to develop an alternative method. Thus, the nickel-catalyzed borylation of aryl and heteroaryl halides and pseudohalides using tetrahydroxydiboron (BBA) has been formulated. The reaction proved to be widely functional group tolerant and applicable to a number of heterocyclic systems. To the best of our knowledge, the examples presented here represent the only effective Ni-catalyzed Miyaura borylations conducted at room temperature.

Improved replicon cellular activity of non-nucleoside allosteric inhibitors of HCV NS5B polymerase: From benzimidazole to indole scaffolds

Benzimidazole-based allosteric inhibitors of the hepatitis C virus (HCV) NS5B polymerase were diversified to a variety of topologically related scaffolds. Replacement of the polar benzimidazole core by lipophilic indoles led to inhibitors with improved potency in the cell-based subgenomic HCV replicon system. Transposing the indole scaffold into a previously described series of benzimidazole-tryptophan amides generated the most potent inhibitors of HCV RNA replication in cell culture reported to date in this series (EC50 ～ 50 nM).