1H-Pyrrole-2,4-dicarboxylic acid, 5-(2-methoxy-2-oxoethyl)-1-[2-[(tetrahydro-2H-pyran-2-yl)oxy]ethyl]-3-(tri fluoromethyl)-, 4-methyl 2-(phenylmethyl) ester

Base Information

• Chemical Name: 1H-Pyrrole-2,4-dicarboxylic acid, 5-(2-methoxy-2-oxoethyl)-1-[2-[(tetrahydro-2H-pyran-2-yl)oxy]ethyl]-3-(tri fluoromethyl)-, 4-methyl 2-(phenylmethyl) ester
• CAS No.: 783350-00-5
• Molecular Formula: C25H28F3NO8
• Molecular Weight: 527.494
• Mol file: 783350-00-5.mol

Synonyms:

Chemical Property of 1H-Pyrrole-2,4-dicarboxylic acid, 5-(2-methoxy-2-oxoethyl)-1-[2-[(tetrahydro-2H-pyran-2-yl)oxy]ethyl]-3-(tri fluoromethyl)-, 4-methyl 2-(phenylmethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Pyrrole-2,4-dicarboxylic acid, 5-(2-methoxy-2-oxoethyl)-1-[2-[(tetrahydro-2H-pyran-2-yl)oxy]ethyl]-3-(tri fluoromethyl)-, 4-methyl 2-(phenylmethyl) ester

There total 1 articles about 1H-Pyrrole-2,4-dicarboxylic acid, 5-(2-methoxy-2-oxoethyl)-1-[2-[(tetrahydro-2H-pyran-2-yl)oxy]ethyl]-3-(tri fluoromethyl)-, 4-methyl 2-(phenylmethyl) 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: 80.0%

2-(2-bromoethoxy)tetrahydropyran (17739-45-6,59146-56-4) + 3-methoxycarbonyl-4-trifluoromethyl-5-benzyloxycarbonylpyrrole-2-acetic acid methyl ester → 5-benzyloxycarbonyl-3-methoxycarbonyl-4-trifluoromethyl-1-(tetrahydropyranyloxyethyl)pyrrole-2-acetic acid methyl ester (783350-00-5)

Guidance literature:

With potassium carbonate; sodium iodide; In N,N-dimethyl-formamide; at 95 ℃; for 2h;

DOI:10.3987/com-04-10124

Reference yield: 91.0%

5-benzyloxycarbonyl-3-methoxycarbonyl-4-trifluoromethyl-1-(tetrahydropyranyloxyethyl)pyrrole-2-acetic acid methyl ester (783350-00-5) → 5-benzyloxycarbonyl-3-methoxycarbonyl-4-trifluoromethyl-1-(ω-hydroxyethyl)pyrrole-2-acetic acid methyl ester (783350-01-6)

Guidance literature:

With acetic acid; In water; at 55 - 60 ℃; for 1.75h;

DOI:10.3987/com-04-10124

Reference yield:

5-benzyloxycarbonyl-3-methoxycarbonyl-4-trifluoromethyl-1-(tetrahydropyranyloxyethyl)pyrrole-2-acetic acid methyl ester (783350-00-5) → 1-isopropoxycarbonyl-5-benzoyl-6-trifluoromethyl-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-7-carboxylic acid (783350-06-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 91 percent / AcOH / H₂O / 1.75 h / 55 - 60 °C

2.1: Et₃N / CH₂Cl₂ / 1 h / 20 °C

3.1: 20.80 g / NaH / dimethylformamide / 0.5 h / 20 °C

4.1: 100 percent / H₂ / Pd/C / ethyl acetate / 2 h

5.1: oxalyl chloride / toluene / 2 h / Heating

5.2: 54 percent / iron(III) acetylacetonate / tetrahydrofuran / 0.33 h

6.1: 67 percent / HMPA; lithium thioethoxide

7.1: 75 percent / HCl gas / 2 h / 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; oxalyl dichloride; hydrogen; sodium hydride; lithium thioethoxide; acetic acid; triethylamine; palladium on activated charcoal; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;

DOI:10.3987/com-04-10124

upstream raw materials:

2-(2-bromoethoxy)tetrahydropyran

Downstream raw materials:

5-benzyloxycarbonyl-3-methoxycarbonyl-4-trifluoromethyl-1-(ω-hydroxyethyl)pyrrole-2-acetic acid methyl ester

5-benzoyl-6-trifluoromethyl-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid isopropyl ester

1,7-dimethoxycarbonyl-5-benzoyl-6-trifluoromethyl-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole

5-benzoyl-6-trifluoromethyl-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1,7-dicarboxylic acid