benzyl 5'-formyl-3',4-di-(2-methoxycarbonylethyl)-4'-methoxycarbonylmethyl-3-methyl-2,2'-methylenedipyrrole-5-carboxylate

Base Information

• Chemical Name: benzyl 5'-formyl-3',4-di-(2-methoxycarbonylethyl)-4'-methoxycarbonylmethyl-3-methyl-2,2'-methylenedipyrrole-5-carboxylate
• CAS No.: 87238-41-3
• Molecular Formula: C₃₀H₃₄N₂O₉
• Molecular Weight: 566.608
• Mol file: 87238-41-3.mol

Synonyms:

Chemical Property of benzyl 5'-formyl-3',4-di-(2-methoxycarbonylethyl)-4'-methoxycarbonylmethyl-3-methyl-2,2'-methylenedipyrrole-5-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 5'-formyl-3',4-di-(2-methoxycarbonylethyl)-4'-methoxycarbonylmethyl-3-methyl-2,2'-methylenedipyrrole-5-carboxylate

There total 5 articles about benzyl 5'-formyl-3',4-di-(2-methoxycarbonylethyl)-4'-methoxycarbonylmethyl-3-methyl-2,2'-methylenedipyrrole-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: 75.0%

3-(2-Methoxycarbonyl-ethyl)-5-[3-(2-methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-1H-pyrrol-2-ylmethyl]-4-methyl-1H-pyrrole-2-carboxylic acid benzyl ester (87238-40-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → benzyl 5'-formyl-3',4-di-(2-methoxycarbonylethyl)-4'-methoxycarbonylmethyl-3-methyl-2,2'-methylenedipyrrole-5-carboxylate (87238-41-3)

Guidance literature:

for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88706-8

Reference yield:

t-butyl 4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrole-2-carboxylate (70988-56-6) → benzyl 5'-formyl-3',4-di-(2-methoxycarbonylethyl)-4'-methoxycarbonylmethyl-3-methyl-2,2'-methylenedipyrrole-5-carboxylate (87238-41-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.)p-toluenesulphonic acid 2.)NaBH₄ / 1.)CH₂Cl₂, MeOH, 3 h 2.)MeOH

2: 72 percent / BF₃-etherate / nitromethane / 2 h / -15 °C

3: 1.)p-toluenesulphonic acid 2.)NaBH₄ / 1.)CH₂Cl₂, MeOH room temp. 15 h 2.)CH₂Cl₂, MeOH

4: 75 percent / 2 h / Ambient temperature

With sodium tetrahydroborate; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In nitromethane;

DOI:10.1016/S0040-4020(01)88706-8

Reference yield:

2-benzoyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-methyl-5-(acetoxymethyl)pyrrole (51671-81-9) → benzyl 5'-formyl-3',4-di-(2-methoxycarbonylethyl)-4'-methoxycarbonylmethyl-3-methyl-2,2'-methylenedipyrrole-5-carboxylate (87238-41-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.)p-toluenesulphonic acid 2.)NaBH₄ / 1.)CH₂Cl₂, MeOH, 3 h 2.)MeOH

2: 72 percent / BF₃-etherate / nitromethane / 2 h / -15 °C

3: 1.)p-toluenesulphonic acid 2.)NaBH₄ / 1.)CH₂Cl₂, MeOH room temp. 15 h 2.)CH₂Cl₂, MeOH

4: 75 percent / 2 h / Ambient temperature

With sodium tetrahydroborate; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In nitromethane;

DOI:10.1016/S0040-4020(01)88706-8

upstream raw materials:

3-(2-Methoxycarbonyl-ethyl)-5-[3-(2-methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-1H-pyrrol-2-ylmethyl]-4-methyl-1H-pyrrole-2-carboxylic acid benzyl ester

N,N-dimethyl-formamide

t-butyl 4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrole-2-carboxylate

2-benzoyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-methyl-5-(acetoxymethyl)pyrrole