diethyl (E)-2-{2-[(tert-butoxycarbonyl)amino]phenyl}ethenephosphonate

Base Information

• Chemical Name: diethyl (E)-2-{2-[(tert-butoxycarbonyl)amino]phenyl}ethenephosphonate
• CAS No.: 700862-62-0
• Molecular Formula: C₁₇H₂₆NO₅P
• Molecular Weight: 355.371
• Mol file: 700862-62-0.mol

Synonyms:diethyl (E)-2-{2-[(tert-butoxycarbonyl)amino]phenyl}ethenephosphonate

Chemical Property of diethyl (E)-2-{2-[(tert-butoxycarbonyl)amino]phenyl}ethenephosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl (E)-2-{2-[(tert-butoxycarbonyl)amino]phenyl}ethenephosphonate

There total 3 articles about diethyl (E)-2-{2-[(tert-butoxycarbonyl)amino]phenyl}ethenephosphonate 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: 41.0%

2-bromo-N-(tert-butoxycarbonyl)aniline (78839-75-5) + Diethyl vinylphosphonate (682-30-4) → diethyl (E)-2-{2-[(tert-butoxycarbonyl)amino]phenyl}ethenephosphonate (700862-62-0)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 90 - 100 ℃;

DOI:10.1016/j.bmc.2004.01.042

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → diethyl (E)-2-{2-[(tert-butoxycarbonyl)amino]phenyl}ethenephosphonate (700862-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / NaH / tetrahydrofuran / Heating

2: 41 percent / Et₃N / Pd(PPh₃)2Cl₂ / dimethylformamide / 90 - 100 °C

With sodium hydride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide; 2: Heck reaction;

DOI:10.1016/j.bmc.2004.01.042

Reference yield:

2-bromoaniline (615-36-1) → diethyl (E)-2-{2-[(tert-butoxycarbonyl)amino]phenyl}ethenephosphonate (700862-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / NaH / tetrahydrofuran / Heating

2: 41 percent / Et₃N / Pd(PPh₃)2Cl₂ / dimethylformamide / 90 - 100 °C

With sodium hydride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide; 2: Heck reaction;

DOI:10.1016/j.bmc.2004.01.042

upstream raw materials:

2-bromo-N-(tert-butoxycarbonyl)aniline

Diethyl vinylphosphonate

di-tert-butyl dicarbonate

2-bromoaniline