Formamide, N-[2-[2,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]ethenyl]-, (E)-

Base Information

• Chemical Name: Formamide, N-[2-[2,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]ethenyl]-, (E)-
• CAS No.: 110450-82-3
• Molecular Formula: C₂₁H₃₇NO₃Si₂
• Molecular Weight: 407.701
• Mol file: 110450-82-3.mol

Synonyms:

Chemical Property of Formamide, N-[2-[2,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]ethenyl]-, (E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Formamide, N-[2-[2,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]ethenyl]-, (E)-

There total 5 articles about Formamide, N-[2-[2,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]phenyl]ethenyl]-, (E)- 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:

5-Hydroxy-2-coumaranone (2688-48-4) → N-{(E)-2-[2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-vinyl}-formamide (110450-82-3)

Guidance literature:

Multi-step reaction with 5 steps

1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 3 h / -78 °C

2: 84 percent / triethylamine, 4-dimethylaminopyridine / dimethylformamide / 25 h / from 0 deg C to room temperature

3: 87 percent / 50percent aq. HF / acetonitrile; CH₂Cl₂ / 1.8 h / Ambient temperature

4: 97 percent / oxalyl chloride, dimethylsulfoxide / CH₂Cl₂ / 0.75 h / -60 - -10 °C

5: p-toluenesulfonic acid / benzene / 47 h / Heating

With dmap; oxalyl dichloride; hydrogen fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;

DOI:10.1016/S0040-4039(00)85330-7

Reference yield:

2′-(2,5-dihydrophenyl)ethanol (13398-95-3) → N-{(E)-2-[2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-vinyl}-formamide (110450-82-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / triethylamine, 4-dimethylaminopyridine / dimethylformamide / 25 h / from 0 deg C to room temperature

2: 87 percent / 50percent aq. HF / acetonitrile; CH₂Cl₂ / 1.8 h / Ambient temperature

3: 97 percent / oxalyl chloride, dimethylsulfoxide / CH₂Cl₂ / 0.75 h / -60 - -10 °C

4: p-toluenesulfonic acid / benzene / 47 h / Heating

With dmap; oxalyl dichloride; hydrogen fluoride; dimethyl sulfoxide; triethylamine; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;

DOI:10.1016/S0040-4039(00)85330-7

Reference yield:

2-[2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-ethanol (110450-80-1) → N-{(E)-2-[2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-vinyl}-formamide (110450-82-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / oxalyl chloride, dimethylsulfoxide / CH₂Cl₂ / 0.75 h / -60 - -10 °C

2: p-toluenesulfonic acid / benzene / 47 h / Heating

With oxalyl dichloride; dimethyl sulfoxide; toluene-4-sulfonic acid; In dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)85330-7

upstream raw materials:

[2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-acetaldehyde

formamide

5-Hydroxy-2-coumaranone

2′-(2,5-dihydrophenyl)ethanol

Downstream raw materials:

cis-erbstatin

erbstatin