110187-45-6

Basic information

• Product Name: 6-methoxy-1-pyridin-2-yl-4,9-dihydro-3H-beta-carboline
• CAS NO: 110187-45-6
• Molecular Formula: C₁₇H₁₅N₃O
• Molecular Weight: 277.3205
• Mol File: 110187-45-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 490.3°C at 760 mmHg
• Flash Point: 250.3°C
• Density: 1.3g/cm³
• Vapor Pressure: 2.79E-09mmHg at 25°C
• Refractive Index: 1.69
• CAS DataBase Reference: 6-methoxy-1-pyridin-2-yl-4,9-dihydro-3H-beta-carboline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-methoxy-1-pyridin-2-yl-4,9-dihydro-3H-beta-carboline(110187-45-6)
• EPA Substance Registry System: 6-methoxy-1-pyridin-2-yl-4,9-dihydro-3H-beta-carboline(110187-45-6)

Safety Data

• Hazardous Substances Data: 110187-45-6(Hazardous Substances Data)

Upstream product

• 586-98-1 2-Hydroxymethylpyridine 
• 608-07-1 2-(5-methoxyindol-3-yl)ethylamine 

Relevant articles and documents

Selective construction of alkaloid scaffolds by alcohol-based direct and mild aerobic oxidative Pictet-Spengler reactions

Employing TBN/TEMPO as the catalysts and oxygen as the oxidant, the biologically and pharmaceutically significant tetrahydro-β-carboline and β-carboline alkaloid scaffolds that used to be obtained by multi-step processes can now be selectively obtained in only one-stepviadirect aerobic oxidative Pictet-Spengler reactions of tryptamines with alcohols under mild conditions, with water generated as the byproduct. In this reaction, TBN/TEMPO was interestingly found to be able to facilitate the cyclization step of the whole reaction. This method tolerates a variety ofC- andN-substituted tryptamines, and both the more reactive benzylic and allylic alcohols and the less reactive aliphatic alcohols. This method can also be extended to dihydro-β-carboline synthesis and applied to the more available and more economical tryptophan for β-carboline synthesis, revealing its broad substrate scope and potential in synthetic applications.