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

Base Information

• Chemical Name: benzyl 5'-(tert-butoxycarbonyl)-3-<(ethoxycarbonyl)methyl>-4,4'-bis<2-(methoxycarbonyl)ethyl>-3'-methyl-2,2'-dipyrrylmethane-5-carboxylate
• CAS No.: 220720-51-4
• Molecular Formula: C₃₅H₄₄N₂O₁₀
• Molecular Weight: 652.742
• Mol file: 220720-51-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about benzyl 5'-(tert-butoxycarbonyl)-3-<(ethoxycarbonyl)methyl>-4,4'-bis<2-(methoxycarbonyl)ethyl>-3'-methyl-2,2'-dipyrrylmethane-5-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: 83.0%

tert-butyl 3-(2-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate (42419-19-2) + benzyl 5-(acetoxymethyl)-4-<(ethoxycarbonyl)methyl>-3-<2-(methoxycarbonyl)ethyl>pyrrole-2-carboxylate (220720-50-3) → benzyl 5'-(tert-butoxycarbonyl)-3-<(ethoxycarbonyl)methyl>-4,4'-bis<2-(methoxycarbonyl)ethyl>-3'-methyl-2,2'-dipyrrylmethane-5-carboxylate (220720-51-4)

Guidance literature:

With Montmorillonite clay K₁₀; In dichloromethane; Ambient temperature;

DOI:10.1021/jo9814748

Reference yield:

methyl 4,6-dioxoheptanoate, keto-tautomer (80480-42-8) → benzyl 5'-(tert-butoxycarbonyl)-3-<(ethoxycarbonyl)methyl>-4,4'-bis<2-(methoxycarbonyl)ethyl>-3'-methyl-2,2'-dipyrrylmethane-5-carboxylate (220720-51-4)

Guidance literature:

Multi-step reaction with 4 steps

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

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

3: 94 percent / lead tetraacetate / acetic acid / 2 h / Ambient temperature

4: 83 percent / montmorillonite clay K₁₀ / CH₂Cl₂ / Ambient temperature

With lead(IV) acetate; Montmorillonite clay K₁₀; sodium acetate; potassium carbonate; zinc; In dichloromethane; acetic acid; acetone;

DOI:10.1021/jo9814748

Reference yield:

methyl 5-<(ethoxycarbonyl)methyl>-4,6-dioxoheptanoate (220720-49-0) → benzyl 5'-(tert-butoxycarbonyl)-3-<(ethoxycarbonyl)methyl>-4,4'-bis<2-(methoxycarbonyl)ethyl>-3'-methyl-2,2'-dipyrrylmethane-5-carboxylate (220720-51-4)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 94 percent / lead tetraacetate / acetic acid / 2 h / Ambient temperature

3: 83 percent / montmorillonite clay K₁₀ / CH₂Cl₂ / Ambient temperature

With lead(IV) acetate; Montmorillonite clay K₁₀; sodium acetate; zinc; In dichloromethane; acetic acid;

DOI:10.1021/jo9814748

upstream raw materials:

tert-butyl 3-(2-methoxycarbonylethyl)-4-methylpyrrole-2-carboxylate

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

methyl 4,6-dioxoheptanoate, keto-tautomer

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