Benzyl 5-(2,2-Dicyanoethyl)-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrole-2-carboxylate

Base Information

• Chemical Name: Benzyl 5-(2,2-Dicyanoethyl)-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrole-2-carboxylate
• CAS No.: 101210-28-0
• Molecular Formula: C₂₃H₂₃N₃O₆
• Molecular Weight: 437.452
• Mol file: 101210-28-0.mol

Synonyms:Benzyl 5-(2,2-Dicyanoethyl)-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrole-2-carboxylate

Chemical Property of Benzyl 5-(2,2-Dicyanoethyl)-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrole-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl 5-(2,2-Dicyanoethyl)-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrole-2-carboxylate

There total 2 articles about Benzyl 5-(2,2-Dicyanoethyl)-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrole-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: 74.0%

5-chloromethyl-4-(2-methoxycarbonyl-ethyl)-3-methoxycarbonylmethyl-pyrrole-2-carboxylic acid benzyl ester (51912-03-9) + malononitrile (109-77-3) → Benzyl 5-(2,2-Dicyanoethyl)-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrole-2-carboxylate (101210-28-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 1h;

Reference yield:

Benzyl 4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethyl-5-methylpyrrole-2-carboxylate (50622-78-1) → Benzyl 5-(2,2-Dicyanoethyl)-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrole-2-carboxylate (101210-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sulphuryl chloride / CH₂Cl₂ / 1.) 10 min., ) deg C, 2.)1 h, room temp.

2: 74 percent / Hunig's base / tetrahydrofuran / 1 h

With sulfuryl dichloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

Benzyl 5-(2,2-Dicyanoethyl)-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrole-2-carboxylate (101210-28-0) → 1-<5-Benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrol-2-yl>-3-<4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrol-2-yl>propane-2,2-dicarbonitrile (101210-31-5)

Guidance literature:

Multi-step reaction with 4 steps

1: Huenig's base

2: CF₃COOH

3: iodination

4: H₂, NaOAc / Pd-C

With hydrogen; sodium acetate; trifluoroacetic acid; palladium on activated charcoal;

DOI:10.1039/c39850001294

upstream raw materials:

5-chloromethyl-4-(2-methoxycarbonyl-ethyl)-3-methoxycarbonylmethyl-pyrrole-2-carboxylic acid benzyl ester

malononitrile

Benzyl 4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethyl-5-methylpyrrole-2-carboxylate

Downstream raw materials:

1-<5-Benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrol-2-yl>-3-<4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethyl-5-t-butoxycarbonylpyrrol-2-yl>-propane-2,2-dicarbonitrile

1-<5-Benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-methoxycarbonylmethylpyrrol-2-yl>-3-<4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrol-2-yl>propane-2,2-dicarbonitrile

1-<5-Benzyloxycarbonyl-3-(2-methoxycarbonylethyl)-4-methyloxycarbonylmethylpyrrol-2-yl>-3-<5-iodo-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrol-2-yl>-2,2-dicyanopropane-2,2-dicarbonitrile

1--3-<5-carboxy-4-(2-methoxycarbonylethyl)-3-methoxycarbonylmethylpyrrol-2-yl>propane-2,2-dicarbonitrile