2-(4-{3-[1-tert-butoxycarbonyl-2-(4-hydroxy-3,5-diiodo-phenyl)-ethylcarbamoyloxy]-propoxy}-benzoyl)-benzoic acid tert-butyl ester

Base Information

• Chemical Name: 2-(4-{3-[1-tert-butoxycarbonyl-2-(4-hydroxy-3,5-diiodo-phenyl)-ethylcarbamoyloxy]-propoxy}-benzoyl)-benzoic acid tert-butyl ester
• CAS No.: 696619-69-9
• Molecular Formula: C₃₅H₃₉I₂NO₉
• Molecular Weight: 871.505
• Mol file: 696619-69-9.mol

Synonyms:2-(4-{3-[1-tert-butoxycarbonyl-2-(4-hydroxy-3,5-diiodo-phenyl)-ethylcarbamoyloxy]-propoxy}-benzoyl)-benzoic acid tert-butyl ester

Chemical Property of 2-(4-{3-[1-tert-butoxycarbonyl-2-(4-hydroxy-3,5-diiodo-phenyl)-ethylcarbamoyloxy]-propoxy}-benzoyl)-benzoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-{3-[1-tert-butoxycarbonyl-2-(4-hydroxy-3,5-diiodo-phenyl)-ethylcarbamoyloxy]-propoxy}-benzoyl)-benzoic acid tert-butyl ester

There total 10 articles about 2-(4-{3-[1-tert-butoxycarbonyl-2-(4-hydroxy-3,5-diiodo-phenyl)-ethylcarbamoyloxy]-propoxy}-benzoyl)-benzoic acid tert-butyl ester 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: 20.0%

2-{4-[3-(4-nitro-phenoxycarbonyloxy)-propoxy]-benzoyl}-benzoic acid tert-butyl ester + 2-amino-3-(4-hydroxy-3,5-diiodo-phenyl)-propionic acid tert-butyl ester; hydrochloride → 2-(4-{3-[1-tert-butoxycarbonyl-2-(4-hydroxy-3,5-diiodo-phenyl)-ethylcarbamoyloxy]-propoxy}-benzoyl)-benzoic acid tert-butyl ester (696619-69-9)

Guidance literature:

With 1H-imidazole; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jm0305117

Reference yield:

phthalic anhydride (85-44-9) → 2-(4-{3-[1-tert-butoxycarbonyl-2-(4-hydroxy-3,5-diiodo-phenyl)-ethylcarbamoyloxy]-propoxy}-benzoyl)-benzoic acid tert-butyl ester (696619-69-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 71 percent / AlCl₃ / CH₂Cl₂ / 16 h / Heating

2: aq. HBr; glacial AcOH / 26 h / 115 - 125 °C

3: 2.94 g / H₂SO₄ / Heating

4: 88 percent / DIAD; Ph₃P / CH₂Cl₂ / 3 h / 0 - 20 °C

5: aq. LiOH / tetrahydrofuran; methanol / 4 h

6: 3.06 g / MgSO₄; H₂SO₄ / CHCl₃

7: 50 percent / Pd/C; 1,4-cyclohexadiene / ethanol / 2.5 h / 0 - 45 °C

8: 1.04 g / pyridine / tetrahydrofuran; acetonitrile / 2.5 h / 2 - 20 °C

9: 20 percent / Et₃N; imidazole / dimethylformamide / 0 - 20 °C

With pyridine; 1H-imidazole; lithium hydroxide; palladium on activated charcoal; aluminium trichloride; cyclohexa-1,4-diene; di-isopropyl azodicarboxylate; sulfuric acid; hydrogen bromide; magnesium sulfate; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile; 1: Friedel-Crafts reaction / 4: Mitsunobu reaction;

DOI:10.1021/jm0305117

Reference yield:

2-(4-hydroxy-benzoyl)-benzoic acid (85-57-4) → 2-(4-{3-[1-tert-butoxycarbonyl-2-(4-hydroxy-3,5-diiodo-phenyl)-ethylcarbamoyloxy]-propoxy}-benzoyl)-benzoic acid tert-butyl ester (696619-69-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 2.94 g / H₂SO₄ / Heating

2: 88 percent / DIAD; Ph₃P / CH₂Cl₂ / 3 h / 0 - 20 °C

3: aq. LiOH / tetrahydrofuran; methanol / 4 h

4: 3.06 g / MgSO₄; H₂SO₄ / CHCl₃

5: 50 percent / Pd/C; 1,4-cyclohexadiene / ethanol / 2.5 h / 0 - 45 °C

6: 1.04 g / pyridine / tetrahydrofuran; acetonitrile / 2.5 h / 2 - 20 °C

7: 20 percent / Et₃N; imidazole / dimethylformamide / 0 - 20 °C

With pyridine; 1H-imidazole; lithium hydroxide; palladium on activated charcoal; cyclohexa-1,4-diene; di-isopropyl azodicarboxylate; sulfuric acid; magnesium sulfate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile; 2: Mitsunobu reaction;

DOI:10.1021/jm0305117

upstream raw materials:

phthalic anhydride

2-(4-hydroxy-benzoyl)-benzoic acid

2-(4-methoxybenzoyl)benzoic acid

2-(4-hydroxybenzoyl)benzoic acid methyl ester

Refernces