1-ethyl 2-methyl 3-amino-4-<4-(benzyloxy)benzyl>-1H-pyrrole-1,2-dicarboxylate

Base Information

• Chemical Name: 1-ethyl 2-methyl 3-amino-4-<4-(benzyloxy)benzyl>-1H-pyrrole-1,2-dicarboxylate
• CAS No.: 1027413-96-2
• Molecular Formula: C₂₃H₂₄N₂O₅
• Molecular Weight: 408.454
• Mol file: 1027413-96-2.mol

Synonyms:1-ethyl 2-methyl 3-amino-4-<4-(benzyloxy)benzyl>-1H-pyrrole-1,2-dicarboxylate

Chemical Property of 1-ethyl 2-methyl 3-amino-4-<4-(benzyloxy)benzyl>-1H-pyrrole-1,2-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-ethyl 2-methyl 3-amino-4-<4-(benzyloxy)benzyl>-1H-pyrrole-1,2-dicarboxylate

There total 5 articles about 1-ethyl 2-methyl 3-amino-4-<4-(benzyloxy)benzyl>-1H-pyrrole-1,2-dicarboxylate 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: 76.0%

chloroformic acid ethyl ester (541-41-3) + 2-<4-(benzyloxy)benzyl>-3-<(2-methoxy-2-oxoethyl)amino>-2-propenenitrile → 1-ethyl 2-methyl 3-amino-4-<4-(benzyloxy)benzyl>-1H-pyrrole-1,2-dicarboxylate (1027413-96-2) + 2-<4-(benzyloxy)benzyl>-3-<(ethoxycarbonyl)(2-methoxy-2-oxoethyl)amino>-2-propenenitrile

Guidance literature:

With DBN; In dichloromethane; for 44h;

DOI:10.1021/jm00053a008

Reference yield:

p-benzyloxybenzaldehyde (4397-53-9) → 1-ethyl 2-methyl 3-amino-4-<4-(benzyloxy)benzyl>-1H-pyrrole-1,2-dicarboxylate (1027413-96-2)

Guidance literature:

Multi-step reaction with 5 steps

1: ammonium acetate, pyridine / pyridine; toluene / 44 h / Heating

2: Mg, MeOH

3: 17 percent / NaH / tetrahydrofuran / 1.) overnight, 2.) reflux, 30 min, 3.) RT, overnight

4: 85 percent / AcONa / methanol; H₂O / 48 h / Ambient temperature

5: 76 percent / 1,5-diazabicyclo<4.3.0>non-5-ene (DBN) / CH₂Cl₂ / 44 h

With pyridine; ammonium acetate; methanol; DBN; sodium acetate; sodium hydride; magnesium; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; toluene;

DOI:10.1021/jm00053a008

Reference yield:

3-(4-benzyloxyphenyl)acrylonitrile (705940-13-2) → 1-ethyl 2-methyl 3-amino-4-<4-(benzyloxy)benzyl>-1H-pyrrole-1,2-dicarboxylate (1027413-96-2)

Guidance literature:

Multi-step reaction with 4 steps

1: Mg, MeOH

2: 17 percent / NaH / tetrahydrofuran / 1.) overnight, 2.) reflux, 30 min, 3.) RT, overnight

3: 85 percent / AcONa / methanol; H₂O / 48 h / Ambient temperature

4: 76 percent / 1,5-diazabicyclo<4.3.0>non-5-ene (DBN) / CH₂Cl₂ / 44 h

With methanol; DBN; sodium acetate; sodium hydride; magnesium; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1021/jm00053a008

upstream raw materials:

chloroformic acid ethyl ester

p-benzyloxybenzaldehyde

3-(4-benzyloxyphenyl)acrylonitrile

3-(4-benzyloxyphenyl)-propionitrile

Downstream raw materials:

methyl 3-amino-4-<4-(benzyloxy)benzyl>-1H-pyrrole-2-carboxylate

2-amino-3,5-dihydro-7-(4-benzyloxyphenylmethyl)-4H-pyrrolo[3,2-d]pyrimidin-4-one

methyl 3-<<(benzoylamino)thioxomethyl>amino>-4-<4-(benzyloxy)benzyl>-1H-pyrrole-2-carboxylate

methyl 3-<<<(benzoylamino)methylthio>methylene>amino>-4-<4-(benzyloxy)benzyl>-1H-pyrrole-2-carboxylate