benzyl 4-<(ethoxycarbonyl)methyl>-3-<2-(methoxycarbonyl)ethyl>-5-methylpyrrole-2-carboxylate

Base Information

• Chemical Name: benzyl 4-<(ethoxycarbonyl)methyl>-3-<2-(methoxycarbonyl)ethyl>-5-methylpyrrole-2-carboxylate
• CAS No.: 220720-48-9
• Molecular Formula: C₂₁H₂₅NO₆
• Molecular Weight: 387.433
• Mol file: 220720-48-9.mol

Synonyms:benzyl 4-<(ethoxycarbonyl)methyl>-3-<2-(methoxycarbonyl)ethyl>-5-methylpyrrole-2-carboxylate

Chemical Property of benzyl 4-<(ethoxycarbonyl)methyl>-3-<2-(methoxycarbonyl)ethyl>-5-methylpyrrole-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 4-<(ethoxycarbonyl)methyl>-3-<2-(methoxycarbonyl)ethyl>-5-methylpyrrole-2-carboxylate

There total 3 articles about benzyl 4-<(ethoxycarbonyl)methyl>-3-<2-(methoxycarbonyl)ethyl>-5-methylpyrrole-2-carboxylate 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: 39.0%

dibenzyl 2-(hydroxyimino)malonate (51118-40-2) + methyl 5-<(ethoxycarbonyl)methyl>-4,6-dioxoheptanoate (220720-49-0) → benzyl 4-<(ethoxycarbonyl)methyl>-3-<2-(methoxycarbonyl)ethyl>-5-methylpyrrole-2-carboxylate (220720-48-9)

Guidance literature:

With sodium acetate; zinc; In acetic acid; at 90 ℃; for 1h;

DOI:10.1021/jo9814748

Reference yield:

methyl 4,6-dioxoheptanoate, keto-tautomer (80480-42-8) → benzyl 4-<(ethoxycarbonyl)methyl>-3-<2-(methoxycarbonyl)ethyl>-5-methylpyrrole-2-carboxylate (220720-48-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / potassium carbonate / acetone / 5 h / Heating

2: 39 percent / zinc dust, sodium acetate / acetic acid / 1 h / 90 °C

With sodium acetate; potassium carbonate; zinc; In acetic acid; acetone;

DOI:10.1021/jo9814748

Reference yield:

C13H20O6 (1415799-34-6) → benzyl 4-<(ethoxycarbonyl)methyl>-3-<2-(methoxycarbonyl)ethyl>-5-methylpyrrole-2-carboxylate (220720-48-9)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / 1 h / 160 °C

2: potassium carbonate / acetone / 5 h / 55 - 75 °C

3: sodium acetate; zinc / acetic acid / 1 h / 70 - 90 °C

With sodium acetate; potassium carbonate; toluene-4-sulfonic acid; zinc; In acetic acid; acetone;

DOI:10.1039/c2ob26535d

upstream raw materials:

dibenzyl 2-(hydroxyimino)malonate

methyl 5-<(ethoxycarbonyl)methyl>-4,6-dioxoheptanoate

methyl 4,6-dioxoheptanoate, keto-tautomer

C₁₃H₂₀O₆

Downstream raw materials:

dibenzyl 3-<(ethoxycarbonyl)methyl>-3',4-bis<2-(methoxycarbonyl)ethyl>-4'-methyl-2,2'-dipyrrylmethane-5,5'-dicarboxylate

benzyl 5'-(tert-butoxycarbonyl)-3-<(ethoxycarbonyl)methyl>-4,4'-bis<2-(methoxycarbonyl)ethyl>-3'-methyl-2,2'-dipyrrylmethane-5-carboxylate

benzyl 5-(acetoxymethyl)-4-<(ethoxycarbonyl)methyl>-3-<2-(methoxycarbonyl)ethyl>pyrrole-2-carboxylate