Ethyl 4-(2,3,4-trimethoxybenzyl)piperazine-1-carboxylate

Base Information

• Chemical Name: Ethyl 4-(2,3,4-trimethoxybenzyl)piperazine-1-carboxylate
• CAS No.: 53531-01-4
• Molecular Formula: C17H26N2O5
• Molecular Weight: 338.404
• UNII: T9J7XSK5RX
• DSSTox Substance ID: DTXSID90442591
• Wikidata: Q82259951
• Mol file: 53531-01-4.mol

Synonyms:53531-01-4;ethyl 4-(2,3,4-trimethoxybenzyl)piperazine-1-carboxylate;T9J7XSK5RX;Trimetazidine N-Carboxylic Acid Ethyl Ester;UNII-T9J7XSK5RX;Ethyl 4-[(2,3,4-trimethoxyphenyl)methyl]piperazine-1-carboxylate;4-[(2,3,4-Trimethoxyphenyl)methyl]-1-piperazinecarboxylic Acid Ethyl Ester;Trimetazidine dihydrochloride impurity H [EP];1-Piperazinecarboxylic acid, 4-((2,3,4-trimethoxyphenyl)methyl)-, ethyl ester;Trimetazidine Impurity H;AGN-PC-0N7LZL;DTXSID90442591;RPRSCQFIVQGRJO-UHFFFAOYSA-N;BCP34206;STK693088;AKOS005605003;CS-0165171;TRIMETAZIDINE DIHYDROCHLORIDE IMPURITY H [EP IMPURITY];ethyl 4-(2,3,4-trimethoxybenzyl)piperazine-1-carboxylate? (Trimetazidine Impurity pound(c);ETHYL 4-(2,3,4-TRIMETHOXYBENZYL)TETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE;Trimetazidine Dihydrochloride Imp. H (EP);Trimetazidine Imp. H (EP);Ethyl 4-(2,3,4-Trimethoxybenzyl)piperazine-1-carboxylate;Trimetazidine Dihydrochloride Impurity H

Chemical Property of Ethyl 4-(2,3,4-trimethoxybenzyl)piperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 426.082°C at 760 mmHg
• Flash Point: 211.487°C
• PSA: 60.47000
• Density: 1.155g/cm³
• LogP: 1.86230
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 338.18417193
• Heavy Atom Count: 24
• Complexity: 387

Purity/Quality:

99.90% ^*data from raw suppliers

TrimetazidineN-CarboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)N1CCN(CC1)CC2=C(C(=C(C=C2)OC)OC)OC
• Uses: Trimetazidine N-Carboxylic Acid Ethyl Ester is impurity of Trimetazidine (T795610). Trimetazidine impurity H.

Technology Process of Ethyl 4-(2,3,4-trimethoxybenzyl)piperazine-1-carboxylate

There total 1 articles about Ethyl 4-(2,3,4-trimethoxybenzyl)piperazine-1-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:

4-ethoxycarbonylpiperazine (120-43-4) + 2,3,4-trimethoxybenzaldehyde (2103-57-3) → 4-(2,3,4-trimethoxy-benzyl)-piperazine-1-carboxylic acid ethyl ester (53531-01-4)

Guidance literature:

With sodium cyanoborohydride; acetic acid; for 16h; Ambient temperature;

DOI:10.1021/jm981064b

Reference yield:

4-(2,3,4-trimethoxy-benzyl)-piperazine-1-carboxylic acid ethyl ester (53531-01-4) → 1-(2,3,4-trimethoxybenzyl)piperazine (5011-34-7)

Guidance literature:

With potassium hydroxide; In ethanol; at 130 ℃; for 2.5h;

DOI:10.1021/jm981064b

Reference yield:

4-(2,3,4-trimethoxy-benzyl)-piperazine-1-carboxylic acid ethyl ester (53531-01-4) → 7,3'-dihydroxy-4'-methoxy-5-<4-<(2,3,4-trimethoxyphenyl)methyl>piperazin-1-ylcarbonylmethoxy>flavone

Guidance literature:

Multi-step reaction with 4 steps

1: aq. KOH / ethanol / 2.5 h / 130 °C

2: CH₂Cl₂ / 0.25 h / Ambient temperature

3: 1.) K₂CO₃ / 1.) DMF, 115 deg C, 3 min, 2.) DMF, 115 deg C, 2.5 h

4: 63 percent / H₂ / 10 percent Pd/C / dimethylformamide / 3 h / 760 Torr / Ambient temperature

With potassium hydroxide; hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm981064b

upstream raw materials:

4-ethoxycarbonylpiperazine

2,3,4-trimethoxybenzaldehyde

Downstream raw materials:

1-(2,3,4-trimethoxybenzyl)piperazine

Refernces