2-{6-[(2-{[(tert-butoxycarbonyl)amino]methyl}phenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}phenyl tert-butyl carbonate

Base Information

• Chemical Name: 2-{6-[(2-{[(tert-butoxycarbonyl)amino]methyl}phenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}phenyl tert-butyl carbonate
• CAS No.: 1344738-21-1
• Molecular Formula: C₂₉H₃₂N₄O₅S
• Molecular Weight: 548.663
• Mol file: 1344738-21-1.mol

Synonyms:2-{6-[(2-{[(tert-butoxycarbonyl)amino]methyl}phenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}phenyl tert-butyl carbonate

Chemical Property of 2-{6-[(2-{[(tert-butoxycarbonyl)amino]methyl}phenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}phenyl tert-butyl carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{6-[(2-{[(tert-butoxycarbonyl)amino]methyl}phenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}phenyl tert-butyl carbonate

There total 8 articles about 2-{6-[(2-{[(tert-butoxycarbonyl)amino]methyl}phenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}phenyl tert-butyl carbonate 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: 100.0%

2-(6-{[2-(aminomethyl)phenyl]thio}[1,2,4]triazolo[4,3-a]pyridin-3-yl)phenol (876300-13-9) + di-tert-butyl dicarbonate (24424-99-5) → 2-{6-[(2-{[(tert-butoxycarbonyl)amino]methyl}phenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}phenyl tert-butyl carbonate (1344738-21-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 72h; Inert atmosphere;

DOI:10.1021/jm200677b

Reference yield:

C27H23N3O4S2 → 2-{6-[(2-{[(tert-butoxycarbonyl)amino]methyl}phenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}phenyl tert-butyl carbonate (1344738-21-1)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonia / methanol / 16 h / 20 °C / Inert atmosphere

2: boron tribromide / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 72 h / 20 °C / Inert atmosphere

With ammonia; boron tribromide; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm200677b

Reference yield:

2-(benzyloxy)benzaldehyde (5-bromopyridin-2-yl)hydrazone (876299-48-8) → 2-{6-[(2-{[(tert-butoxycarbonyl)amino]methyl}phenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}phenyl tert-butyl carbonate (1344738-21-1)

Guidance literature:

Multi-step reaction with 6 steps

1: [bis(acetoxy)iodo]benzene / ethanol; dichloromethane / 3 h / 20 °C

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

3: dichloromethane / 2 h / 20 °C / Inert atmosphere

4: ammonia / methanol / 16 h / 20 °C / Inert atmosphere

5: boron tribromide / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

6: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 72 h / 20 °C / Inert atmosphere

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

DOI:10.1021/jm200677b

upstream raw materials:

2-(benzyloxy)benzaldehyde (5-bromopyridin-2-yl)hydrazone

3-[2-(benzyloxy)phenyl]-6-bromo[1,2,4]triazolo[4,3-a]pyridine

[2-({3-[2-(benzyloxy)phenyl][1,2,4]triazolo[4,3-a]pyridin-6-yl}thio)phenyl]methanol

1-[2-({3-[2-(benzyloxy)phenyl][1,2,4]triazolo[4,3-a]pyridin-6-yl}thio)phenyl]methanamine

Downstream raw materials:

tert-butyl (2-{[3-(2-hydroxyphenyl)[1,2,4]triazolo[4,3-a]pyridin-6-yl]thio}benzyl)carbamate