[2-[3-bromo-4-hydroxyphenyl]-1-(tert-butyldiphenylsilyloxymethyl)ethyl]tritylamine

Base Information

• Chemical Name: [2-[3-bromo-4-hydroxyphenyl]-1-(tert-butyldiphenylsilyloxymethyl)ethyl]tritylamine
• CAS No.: 613223-73-7
• Molecular Formula: C₄₄H₄₄BrNO₂Si
• Molecular Weight: 726.828
• Mol file: 613223-73-7.mol

Synonyms:[2-[3-bromo-4-hydroxyphenyl]-1-(tert-butyldiphenylsilyloxymethyl)ethyl]tritylamine

Chemical Property of [2-[3-bromo-4-hydroxyphenyl]-1-(tert-butyldiphenylsilyloxymethyl)ethyl]tritylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-[3-bromo-4-hydroxyphenyl]-1-(tert-butyldiphenylsilyloxymethyl)ethyl]tritylamine

There total 5 articles about [2-[3-bromo-4-hydroxyphenyl]-1-(tert-butyldiphenylsilyloxymethyl)ethyl]tritylamine 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: 78.0%

[2-[3-bromo-4-(tert-butyldiphenylsilyloxy)phenyl]-1-(tert-butyldiphenylsilyloxymethyl)ethyl]tritylamine (613223-79-3) → [2-[3-bromo-4-hydroxyphenyl]-1-(tert-butyldiphenylsilyloxymethyl)ethyl]tritylamine (613223-73-7)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1021/ja0365330

Reference yield:

trityl chloride (76-83-5) → [2-[3-bromo-4-hydroxyphenyl]-1-(tert-butyldiphenylsilyloxymethyl)ethyl]tritylamine (613223-73-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / triethylamine / dimethylformamide / 3 h / 20 °C

2: 65 percent / NBS / dimethylformamide / 2.5 h / 20 °C

3: 46 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 2 h / 0 °C

4: 78 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

With N-Bromosuccinimide; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja0365330

Reference yield:

L-tyrosine methyl ester HCl (3417-91-2) → [2-[3-bromo-4-hydroxyphenyl]-1-(tert-butyldiphenylsilyloxymethyl)ethyl]tritylamine (613223-73-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / triethylamine / dimethylformamide / 3 h / 20 °C

2: 65 percent / NBS / dimethylformamide / 2.5 h / 20 °C

3: 46 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 2 h / 0 °C

4: 78 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

With N-Bromosuccinimide; tetrabutyl ammonium fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja0365330

upstream raw materials:

[2-[3-bromo-4-(tert-butyldiphenylsilyloxy)phenyl]-1-(tert-butyldiphenylsilyloxymethyl)ethyl]tritylamine

L-tyrosine methyl ester HCl

trityl chloride

N-trityl-L-tyrosine methyl ester

Downstream raw materials:

7-[2-(3-bromo-4-hydroxyphenyl)-1-(tert-butyldiphenylsilyloxymethyl)ethylamino]-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinolin-8-one