3-OXO-1,4-BIS(PHENYLMETHYL)-2-PIPERAZINECARBOXYLIC ACID ETHYL ESTER

Base Information

• Chemical Name: 3-OXO-1,4-BIS(PHENYLMETHYL)-2-PIPERAZINECARBOXYLIC ACID ETHYL ESTER
• CAS No.: 149648-70-4
• Molecular Formula: C21H24N2O3
• Molecular Weight: 352.433
• Mol file: 149648-70-4.mol

Synonyms:ethyl 1,4-dibenzyl-3-oxopiperazine-2-carboxylate;ethyl 1,4-benzodioxan-5-carboxylate;ethyl 1,4,5,6,7,8-hexahydro-2,7,7-trimethyl-4-phenyl-5-oxoquinoline-3-carboxylate;2,7,7-trimethyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carboxylic acid ethyl ester;ethyl 4-phenyl-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate;1,4,5,6,7,8-Hexahydro-5-oxo-4-phenyl-2,7,7-trimethyl-3-quinolinecarboxylic acid ethyl ester;3-Quinolinecarboxylic acid,1,4,5,6,7,8-hexahydro-5-oxo-4-phenyl-2,7,7-trimethyl-,ethyl ester;ethyl 2,7,7-trimethyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate;ethyl 1,4,5,6,7,8-hexahydro-2,7,7-trimethyl-5-oxo-4-phenylquinoline-3-carboxylate;

Chemical Property of 3-OXO-1,4-BIS(PHENYLMETHYL)-2-PIPERAZINECARBOXYLIC ACID ETHYL ESTER

Chemical Property:

• PSA: 49.85000
• Density: 1.191
• LogP: 2.33850

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-OXO-1,4-BIS(PHENYLMETHYL)-2-PIPERAZINECARBOXYLIC ACID ETHYL ESTER

There total 1 articles about 3-OXO-1,4-BIS(PHENYLMETHYL)-2-PIPERAZINECARBOXYLIC ACID ETHYL 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: 81.0%

Diethyl 2-bromomalonate (685-87-0) + N,N'-Dibenzylethylenediamine (140-28-3,87170-83-0) → ethyl 3-oxo-1,4-bis(phenylmethyl)-2-piperazinecarboxylate (149648-70-4)

Guidance literature:

In acetonitrile; for 18h; Reflux;

DOI:10.1016/j.bmcl.2008.07.067

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:

ethyl 3-oxo-1,4-bis(phenylmethyl)-2-piperazinecarboxylate (149648-70-4) → 1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-piperazinemethanol (126766-44-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / H₂ / 5percent Pd/C / ethanol / 24 h / Ambient temperature

2: 67 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / Ambient temperature

3: 1.) 1,1'-carbonyldiimidazole / 1.) dichloromethane, RT, 1 h, 2.) dichloromethane, RT, 18 h

With lithium aluminium tetrahydride; hydrogen; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00067a004

upstream raw materials:

Diethyl 2-bromomalonate

N,N'-Dibenzylethylenediamine

Downstream raw materials:

ethyl 3-oxo-4-(phenylmethyl)-2-piperazinecarboxylate

2-piperazinemethanol dihydrochloride

1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-piperazinemethanol

1-<(3,4-dichlorophenyl)acetyl>-4-(phenylmethyl)-2-piperazinecarboxaldehyde