352359-23-0

Usage

Uses

Used in Pharmaceutical Industry:
1-Boc-5-fluoroindole-2-boronic acid serves as a key intermediate in the synthesis of various pharmaceutical compounds. Its role in cross-coupling reactions facilitates the formation of complex molecular structures, contributing to the development of new drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
In the agrochemical sector, 1-Boc-5-fluoroindole-2-boronic acid is utilized as a building block for the synthesis of novel agrochemicals. Its ability to participate in cross-coupling reactions allows for the creation of molecules with enhanced pesticidal or herbicidal properties, thereby contributing to more effective crop protection strategies.
Used in Organic Synthesis:
1-Boc-5-fluoroindole-2-boronic acid is employed as a versatile substrate in organic synthesis, where its reactivity and stability, conferred by the 1-Boc protecting group, enable the construction of a wide array of biologically active molecules. This makes it an invaluable tool for researchers in the synthesis of complex organic compounds.
Used in the Development of New Drugs:
1-Boc-5-fluoroindole-2-boronic acid is used as a crucial building block in the development of new drugs, where its participation in cross-coupling reactions allows for the creation of diverse molecular frameworks with potential therapeutic applications.
Used in the Synthesis of Biologically Active Molecules:
1-Boc-5-fluoroindole-2-boronic acid is utilized in the synthesis of biologically active molecules, capitalizing on its reactivity in cross-coupling reactions to form carbon-carbon and carbon-heteroatom bonds, which are essential for the construction of molecules with significant biological activity.

InChI:InChI=1/C13H15BFNO4/c1-13(2,3)20-12(17)16-10-5-4-9(15)6-8(10)7-11(16)14(18)19/h4-7,18-19H,1-3H3

Upstream product

• 121-43-7 Trimethyl borate 
• 129822-47-5 tert‐butyl 5‐fluoroindole‐1‐carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 399-52-0 5-fluoro-1H-indole 

Downstream Products

• 944707-82-8 C₂₈H₂₇FN₂O₄S 
• 1621886-95-0 5-(10-fluoro-6-oxo-5, 6-dihydropyrido[3',2':4,5]pyrimido[1,6-a]indol-2-yl)-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide 
• 1621886-94-9 2-(4-fluorophenyl)-5-(10-fluoropyrido[3',2':4,5]pyrimido[1,6-a]indol-2-yl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide 
• 1443151-95-8 tert-butyl 5-fluoro-2-(4-{[2-(4-fluorophenyl)ethyl]amino}-6-methoxy-1,3,5-triazin-2-yl)-1H-indole-1-carboxylate 
• 1179324-94-7 4-{[6-(5-fluoro-1H-indol-2-yl)pyrazin-2-yl]amino}-3-methoxybenzoic acid 
• 1000067-89-9 4-[6-(5-flouro-1H-indol-2-yl)pyrazin-2-yl]benzoic acid 
• 1000068-70-1 4-[6-(5-flouro-1(boc)-indol-2-yl)pyrazin-2-yl]benzoic acid 

Relevant academic research and scientific papers

TETRACYCLIC HETEROCYCLE COMPOUNDS AND METHODS OF USE THEREOF FOR THE TREATMENT OF HEPATITIS C

The present invention relates to compounds of formula (I) that are useful as hepatitis C virus (HCV) NS5B polymerase inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5B polymerase activity, for treating or preventing HCV infections and for inhibiting HCV viral replication and/or viral production in a cell-based system.

TETRACYCLIC HETEROCYCLE COMPOUNDS AND METHODS OF USE THEREOF FOR THE TREATMENT OF HEPATITIS C

The present invention relates to compounds of formula I that are useful as hepatitis C virus (HCV) NS5B polymerase inhibitors, the synthesis of such compounds, and the use of such compounds for inhibiting HCV NS5B polymerase activity, for treating or preventing HCV infections and for inhibiting HCV viral replication and/or viral production in a cell-based system. I

Fluorescent pyrimidopyrimidoindole nucleosides: Control of photophysical characterizations by substituent effects

(Chemical Equation Presented) 10-(2-Deoxy-β-D-ribofuranosyl) pyrimido[4′,5′:4,5]pyrimido[1,6-a]indole-6,9(7H)-dione (dC PPI) and its derivatives were synthesized via the Suzuki-Miyaura coupling reaction of 5-iododeoxycytidine with 5-substituted N-Boc-indole-2- borates and characterized by UV-vis and fluorescence spectroscopy. The new fluorescent nucleosides showed rather large Stokes shifts (116-139 nm) in an aqueous buffer. The fluorescent intensities were dependent on the nature of the substituents on the indole rings. The electron-withdrawing groups increased the fluorescent intensity while the electron-donating groups having lone pairs decreased it. Among the substituted dCPPI derivatives tested, the trimethylammonium derivative of dCPPI was found to emit the brightest fluorescent light. The solvatochromism of dCPPI and its derivatives was also studied. Some of the dCPPI derivatives showed interesting solvent-dependent fluorescence enhancement and could be useful as new fluorescent structural probes for nucleic acids. The Lippert-Mataga analyses of the Stokes shift were also carried out to obtain estimated values of the dipole moment of the excited states of some of the derivatives.

A non-cryogenic method for the preparation of 2-(indolyl) borates, silanes, and silanols

2-Indolyl borates are prepared via addition of LDA to a mixture of N-Bo-indole and triisopropyl borate at 0-5 °C. Following acidic hydrolysis, the boronic acids are isolated by crystallization in good to excellent yield (73-99%). The method is quite general, tolerating a wide range of functional groups, and also provides access to 2-silyl derivatives (80-91%).