1-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-3,4-bis(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid

Base Information

• Chemical Name: 1-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-3,4-bis(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid
• CAS No.: 917497-41-7
• Molecular Formula: C₂₉H₂₇NO₈
• Molecular Weight: 517.535
• Mol file: 917497-41-7.mol

Synonyms:1-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-3,4-bis(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid

Chemical Property of 1-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-3,4-bis(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-3,4-bis(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid

There total 1 articles about 1-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-3,4-bis(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid 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:

3-(4-methoxyphenyl)-2-oxopropanoic acid (28030-16-2) → 1-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-3,4-bis(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid (917497-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

1.2: I₂ / hexane; tetrahydrofuran / 1 h / 20 °C

2.1: 4.1 g / 4 Angstroem molecular sieves / tetrahydrofuran; hexane / 18 h / 20 °C

With n-butyllithium; 4 A molecular sieve; In tetrahydrofuran; hexane;

DOI:10.1055/s-2006-950191

Reference yield: 75.0%

1-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-3,4-bis(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid (917497-41-7) → 3,7,8-tris(4-methoxyphenyl)-1-oxo-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-6-carboxylic acid (917497-42-8)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; toluene; for 5h; Heating;

DOI:10.1055/s-2006-950191

Reference yield:

1-[2-hydroxy-2-(4-methoxyphenyl)ethyl]-3,4-bis(4-methoxyphenyl)-1H-pyrrole-2,5-dicarboxylic acid (917497-41-7) → 1H-3,7,8-tris(4-methoxyphenyl)pyrrolo<2,1-c><1,4>-oxazin-1-one (170238-97-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 75 percent / p-TsOH / toluene; dimethylformamide / 5 h / Heating

2: 82 percent / O-benzotriazolyl-N,N,N',N'-tetra(methyluronium)*BF₄; Et₃N / acetonitrile / 18 h / 20 °C

3: NBS / CCl₄ / 20 °C / Irradiation

4: 58 mg / Et₃N / CCl₄ / 2 h / 20 °C

5: 89 percent / Bu₄NF / tetrahydrofuran / 1 h / 0 °C

6: 70 percent / copper chromite / quinoline / 0.25 h / 220 °C

With N-Bromosuccinimide; copper chromite; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; quinoline; tetrachloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1055/s-2006-950191

upstream raw materials:

3-(4-methoxyphenyl)-2-oxopropanoic acid

Downstream raw materials:

3,7,8-tris(4-methoxyphenyl)-1-oxo-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-6-carboxylic acid

3,7,8-tris(4-methoxyphenyl)-1-oxo-3,4-dihydro-1H-pyrrolo[2,1-c][1,4]oxazine-6-carboxylic acid 2-(trimethylsilyl)ethyl ester

3,7,8-tris(4-methoxyphenyl)-1-oxo-1H-pyrrolo[2,1-c][1,4]oxazine-6-carboxylic acid 2-(trimethylsilyl)ethyl ester

3,7,8-tris(4-methoxyphenyl)-1-oxo-1H-pyrrolo[2,1-c][1,4]oxazine-6-carboxylic acid