N-(5-bromo-2-iodo-4-methoxyphenyl)-N-[4-(tert-butyldimethylsilanyloxy)but-2-enyl]-2,2,2-trifluoroacetamide

Base Information

• Chemical Name: N-(5-bromo-2-iodo-4-methoxyphenyl)-N-[4-(tert-butyldimethylsilanyloxy)but-2-enyl]-2,2,2-trifluoroacetamide
• CAS No.: 869586-05-0
• Molecular Formula: C₁₉H₂₆BrF₃INO₃Si
• Molecular Weight: 608.31
• Mol file: 869586-05-0.mol

Synonyms:N-(5-bromo-2-iodo-4-methoxyphenyl)-N-[4-(tert-butyldimethylsilanyloxy)but-2-enyl]-2,2,2-trifluoroacetamide

Chemical Property of N-(5-bromo-2-iodo-4-methoxyphenyl)-N-[4-(tert-butyldimethylsilanyloxy)but-2-enyl]-2,2,2-trifluoroacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(5-bromo-2-iodo-4-methoxyphenyl)-N-[4-(tert-butyldimethylsilanyloxy)but-2-enyl]-2,2,2-trifluoroacetamide

There total 4 articles about N-(5-bromo-2-iodo-4-methoxyphenyl)-N-[4-(tert-butyldimethylsilanyloxy)but-2-enyl]-2,2,2-trifluoroacetamide 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:

N-(5-bromo-2-iodo-4-methoxyphenyl)-2,2,2-trifluoroacetamide (869585-95-5) + (Z)-4-(tert-butyldimethylsilyloxy)but-2-en-1-ol (91202-69-6,134297-05-5,113123-37-8) → N-(5-bromo-2-iodo-4-methoxyphenyl)-N-[4-(tert-butyldimethylsilanyloxy)but-2-enyl]-2,2,2-trifluoroacetamide (869586-05-0)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In toluene; benzene; at 5 - 20 ℃;

DOI:10.1021/ja055832h

Reference yield:

5-bromo-2-iodo-4-methoxyaniline → N-(5-bromo-2-iodo-4-methoxyphenyl)-N-[4-(tert-butyldimethylsilanyloxy)but-2-enyl]-2,2,2-trifluoroacetamide (869586-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 0 °C

2: 5.65 g / PPh₃; DEAD / benzene; toluene / 5 - 20 °C

With pyridine; triphenylphosphine; diethylazodicarboxylate; In dichloromethane; toluene; benzene; 2: Mitsunobu reaction;

DOI:10.1021/ja055832h

Reference yield:

1-bromo-4-iodo-2-methoxy-5-nitrobenzene (1361021-39-7) → N-(5-bromo-2-iodo-4-methoxyphenyl)-N-[4-(tert-butyldimethylsilanyloxy)but-2-enyl]-2,2,2-trifluoroacetamide (869586-05-0)

Guidance literature:

Multi-step reaction with 3 steps

1: Fe; FeCl₂; aq. HCl / ethanol / 2 h / 80 °C

2: pyridine / CH₂Cl₂ / 0 °C

3: 5.65 g / PPh₃; DEAD / benzene; toluene / 5 - 20 °C

With pyridine; hydrogenchloride; iron; triphenylphosphine; iron(II) chloride; diethylazodicarboxylate; In ethanol; dichloromethane; toluene; benzene; 3: Mitsunobu reaction;

DOI:10.1021/ja055832h

upstream raw materials:

N-(5-bromo-2-iodo-4-methoxyphenyl)-2,2,2-trifluoroacetamide

(Z)-4-(tert-butyldimethylsilyloxy)but-2-en-1-ol

1-bromo-4-iodo-2-methoxy-5-nitrobenzene

4-bromo-5-methoxy-2-nitrobenzeneamine

Downstream raw materials:

6-bromo-5-methoxy-3-{2-[methylsulfanyloxymethoxy-(2-nitrobenzenesulfonyl)-amino]ethyl}-indole-1-carboxylic acid tert-butyl ester

N-[2-(6-bromo-5-methoxy-1H-indol-3-yl)ethyl]-N-methylsulfanyloxymethoxy-2-nitrobenzenesulfonamide