{2-[(3-{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]phenyl} [1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]phenyl}methanol

Base Information

• Chemical Name: {2-[(3-{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]phenyl} [1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]phenyl}methanol
• CAS No.: 1344738-16-4
• Molecular Formula: C₂₇H₃₃N₃O₂S₂Si
• Molecular Weight: 523.795
• Mol file: 1344738-16-4.mol

Synonyms:{2-[(3-{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]phenyl} [1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]phenyl}methanol

Chemical Property of {2-[(3-{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]phenyl} [1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]phenyl}methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {2-[(3-{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]phenyl} [1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]phenyl}methanol

There total 6 articles about {2-[(3-{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]phenyl} [1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]phenyl}methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 59.0%

6-bromo-3-{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thithio]phenyl}[1,2,4]triazolo[4,3-a]pyridine + o-hydroxymethyl thiophenol (4521-31-7) → {2-[(3-{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]phenyl} [1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]phenyl}methanol (1344738-16-4)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jm200677b

Reference yield:

2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]benzaldehyde (5-bromopyridin-2-yl)hydrazone (1344738-11-9) → {2-[(3-{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]phenyl} [1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]phenyl}methanol (1344738-16-4)

Guidance literature:

Multi-step reaction with 2 steps

1: [bis(acetoxy)iodo]benzene / methanol; dichloromethane / 20 °C / Inert atmosphere

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / N,N-dimethyl-formamide / 4 h / 90 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; [bis(acetoxy)iodo]benzene; caesium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm200677b

Reference yield:

methyl 2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]benzoate (1344738-24-4) → {2-[(3-{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]phenyl} [1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]phenyl}methanol (1344738-16-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.1: barium permanganate / dichloromethane / 24 h / 20 °C / Inert atmosphere

2.2: Reflux; Inert atmosphere

3.1: ethanol / 3 h / Reflux; Inert atmosphere

4.1: [bis(acetoxy)iodo]benzene / methanol; dichloromethane / 20 °C / Inert atmosphere

5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate / N,N-dimethyl-formamide / 4 h / 90 °C / Inert atmosphere

With lithium aluminium tetrahydride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; barium permanganate; [bis(acetoxy)iodo]benzene; caesium carbonate; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm200677b

upstream raw materials:

methyl 2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]benzoate

{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]phenyl}methanol

2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]benzaldehyde

2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]benzaldehyde (5-bromopyridin-2-yl)hydrazone

Downstream raw materials:

1-{1-[3-(benzyloxy)phenyl]-3-tert-butyl-1H-pyrazol-5-yl}-3-{2-[(3-{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]phenyl}[1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]benzyl}urea

1-{2-[(3-{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]-phenyl}[1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]phenyl}methanamine

1-{2-[(3-{2-[(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thio]phenyl}[1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]benzyl}-3-{1-(3-chloro-4-hydroxyphenyl)-3-[1,1-dimethyl-2-(methylthio)ethyl]-1H-pyrazol-5-yl}urea

1-{1-(3-chloro-4-hydroxyphenyl)-3-[1,1-dimethyl-2-(methylthio)ethyl]-1H-pyrazol-5-yl}-3-{2-[(3-{2-[(2-hydroxyethyl)thio]phenyl}[1,2,4]triazolo[4,3-a]pyridin-6-yl)thio]benzyl}urea