Ethyl 4-benzyl-3-oxopiperazine-2-carboxylate

Base Information

• Chemical Name: Ethyl 4-benzyl-3-oxopiperazine-2-carboxylate
• CAS No.: 149648-71-5
• Molecular Formula: C14H18N2O3
• Molecular Weight: 262.309
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID30576248
• Mol file: 149648-71-5.mol

Synonyms:149648-71-5;ETHYL 4-BENZYL-3-OXOPIPERAZINE-2-CARBOXYLATE;3-OXO-4-(PHENYLMETHYL)-2-PIPERAZINECARBOXYLIC ACID ETHYL ESTER;SCHEMBL691684;DTXSID30576248;UOGGRRXSCOBDRB-UHFFFAOYSA-N;4-BENZYL-3-OXO-PIPERAZINE-2-CARBOXYLIC ACID ETHYL ESTER;AKOS015918155;A849536

Chemical Property of Ethyl 4-benzyl-3-oxopiperazine-2-carboxylate

Chemical Property:

• PSA: 58.64000
• LogP: 0.81680
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 262.13174244
• Heavy Atom Count: 19
• Complexity: 327

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1C(=O)N(CCN1)CC2=CC=CC=C2

Technology Process of Ethyl 4-benzyl-3-oxopiperazine-2-carboxylate

There total 3 articles about Ethyl 4-benzyl-3-oxopiperazine-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: 88.0%

ethyl 3-oxo-1,4-bis(phenylmethyl)-2-piperazinecarboxylate (149648-70-4) → ethyl 3-oxo-4-(phenylmethyl)-2-piperazinecarboxylate (149648-71-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 24h; Ambient temperature;

DOI:10.1021/jm00067a004

Reference yield:

Diethyl 2-bromomalonate (685-87-0) → ethyl 3-oxo-4-(phenylmethyl)-2-piperazinecarboxylate (149648-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / acetonitrile / 6 h / Heating

2: 88 percent / H₂ / 5percent Pd/C / ethanol / 24 h / Ambient temperature

With hydrogen; palladium on activated charcoal; In ethanol; acetonitrile;

DOI:10.1021/jm00067a004

Reference yield:

N,N'-Dibenzylethylenediamine (140-28-3,87170-83-0) → ethyl 3-oxo-4-(phenylmethyl)-2-piperazinecarboxylate (149648-71-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / acetonitrile / 6 h / Heating

2: 88 percent / H₂ / 5percent Pd/C / ethanol / 24 h / Ambient temperature

With hydrogen; palladium on activated charcoal; In ethanol; acetonitrile;

DOI:10.1021/jm00067a004

upstream raw materials:

ethyl 3-oxo-1,4-bis(phenylmethyl)-2-piperazinecarboxylate

Diethyl 2-bromomalonate

N,N'-Dibenzylethylenediamine

Downstream raw materials:

4-(phenylmethyl)-2-piperazinemethanol

C₁₆H₂₁N₃O₂

4-[2-(3,4-Dichloro-phenyl)-acetyl]-3-(3-oxo-pyrrolidin-1-ylmethyl)-piperazine-1-carboxylic acid methyl ester

1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-<(1-pyrrolidinyl)methyl>piperazine