2,5-Dihydro-pyrrole-1,3-dicarboxylic acid 1-benzyl ester

Base Information

• Chemical Name: 2,5-Dihydro-pyrrole-1,3-dicarboxylic acid 1-benzyl ester
• CAS No.: 146309-25-3
• Molecular Formula: C13H13NO4
• Molecular Weight: 247.25
• Mol file: 146309-25-3.mol

Synonyms:2,5-dihydro-pyrrole-1,3-dicarboxylic acid 1-benzyl ester;2,5-dihydro-pyrrole-1,3-diCarbocylic acid 1-benzyl ester;2,5-Dihydro-1H-pyrrole-1,3-dicarboxylic acid 1-(phenylmethyl) ester;1H-Pyrrole-1,3-dicarboxylic acid, 2,5-dihydro-, 1-(phenylmethyl) ester

Chemical Property of 2,5-Dihydro-pyrrole-1,3-dicarboxylic acid 1-benzyl ester

Chemical Property:

• PSA: 66.84000
• Density: 1.361
• LogP: 1.58770

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5-Dihydro-pyrrole-1,3-dicarboxylic acid 1-benzyl ester

There total 5 articles about 2,5-Dihydro-pyrrole-1,3-dicarboxylic acid 1-benzyl ester 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: 89.0%

1-benzyl 3-ethyl 2,5-dihydro-1H-pyrrol-1,3-dicarboxylate (131202-42-1) → 2,5-Dihydro-pyrrole-1,3-dicarboxylic acid 1-benzyl ester (146309-25-3)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; at 50 ℃; for 0.75h;

DOI:10.1039/c39920001767

Reference yield:

ethyl 2-(benzyloxycarbonylamino)ethanoate (1145-81-9) → 2,5-Dihydro-pyrrole-1,3-dicarboxylic acid 1-benzyl ester (146309-25-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 83 percent / Na / toluene

2: 85 percent / NaCNBH₃ / methanol / pH 3-4

3: pyridine, 4-dimethylaminopyridine

4: 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / toluene / 80 °C

5: 89 percent / aq. KOH / dioxane / 0.75 h / 50 °C

With pyridine; dmap; potassium hydroxide; sodium; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; methanol; toluene;

DOI:10.1039/c39920001767

Reference yield:

1-Benzyloxycarbonyl-4-ethoxycarbonyl-3-oxopyrrolidine (51814-19-8) → 2,5-Dihydro-pyrrole-1,3-dicarboxylic acid 1-benzyl ester (146309-25-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / NaCNBH₃ / methanol / pH 3-4

2: pyridine, 4-dimethylaminopyridine

3: 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / toluene / 80 °C

4: 89 percent / aq. KOH / dioxane / 0.75 h / 50 °C

With pyridine; dmap; potassium hydroxide; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; methanol; toluene;

DOI:10.1039/c39920001767

upstream raw materials:

1-benzyl 3-ethyl 2,5-dihydro-1H-pyrrol-1,3-dicarboxylate

ethyl 2-(benzyloxycarbonylamino)ethanoate

1-Benzyloxycarbonyl-4-ethoxycarbonyl-3-oxopyrrolidine

4-Hydroxy-pyrrolidine-1,3-dicarboxylic acid 1-benzyl ester 3-ethyl ester

Downstream raw materials:

3-Chlorocarbonyl-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester

3-[(2-Bromo-4-methoxy-phenyl)-(2-trimethylsilanyl-ethoxymethyl)-carbamoyl]-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester

5-Methoxy-2-oxo-1-(2-trimethylsilanyl-ethoxymethyl)-1,2-dihydro-spiro[indole-3,3'-pyrrolidine]-1'-carboxylic acid benzyl ester

3-(2-Bromo-4-methoxy-phenylcarbamoyl)-2,5-dihydro-pyrrole-1-carboxylic acid benzyl ester