3,5-Dichlorobenzyl piperazine-1-carboxylate

Base Information

• Chemical Name: 3,5-Dichlorobenzyl piperazine-1-carboxylate
• CAS No.: 1144037-37-5
• Molecular Formula: C12H14Cl2N2O2
• Molecular Weight: 289.161
• Mol file: 1144037-37-5.mol

Synonyms:3,5-DICHLOROBENZYLPIPERAZINE-1-CARBOXYLATE;3,5-dichlorobenzyl piperazine-1-carboxylate;

Chemical Property of 3,5-Dichlorobenzyl piperazine-1-carboxylate

Chemical Property:

• PSA: 41.57000
• LogP: 2.80190

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,5-Dichlorobenzyl piperazine-1-carboxylate

There total 3 articles about 3,5-Dichlorobenzyl 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: 60.0%

piperazine-1,4-dicarboxylic acidtert-butyl ester 3,5-dichloro-benzyl ester (1144037-36-4) → 3,5-dichlorobenzyl piperazine-1-carboxylate (1144037-37-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 18 ℃; for 2h;

DOI:10.1021/acs.jmedchem.6b01743

Reference yield:

3,5-dichlorobenzyl alcohol (60211-57-6) → 3,5-dichlorobenzyl piperazine-1-carboxylate (1144037-37-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N-dimethyl-formamide / 0.5 h / 18 °C

1.2: 0.5 h / 18 °C

2.1: trifluoroacetic acid / dichloromethane / 2 h / 18 °C

With trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.6b01743

Reference yield:

3,5-dichlorobenzyl carbonochloridate (1175526-48-3) → 3,5-dichlorobenzyl piperazine-1-carboxylate (1144037-37-5)

Guidance literature:

Multi-step reaction with 2 steps

2: hydrogenchloride / 1,4-dioxane

With hydrogenchloride; In 1,4-dioxane;

upstream raw materials:

3,5-dichlorobenzyl carbonochloridate

piperazine-1,4-dicarboxylic acidtert-butyl ester 3,5-dichloro-benzyl ester

3,5-dichlorobenzyl alcohol

Downstream raw materials:

3,5-dichlorobenzyl 4-(2-aminoethyl)piperazine-1-carboxylate

3,5-dichlorobenzyl 4-(2-(2-oxo-2,3-dihydrooxazole-5-carboxamido)ethyl)piperazine-1-carboxylate

3,5-Dichlorobenzyl 4-(3-aminopropyl)piperazine-1-carboxylate

3,5-dichlorobenzyl 4-(3-(1H-1,2,3-triazole-4-carboxamido)propyl)piperazine-1-carboxylate

Refernces

• 1、 Keune, Willem-Jan,Potjewyd, Frances,Heidebrecht, Tatjana,Salgado-Polo, Fernando,Macdonald, Simon J. F.,Chelvarajan, Lakshman,Abdel Latif, Ahmed,Soman, Sony,Morris, Andrew J.,Watson, Allan J. B.,Jamieson, Craig,Perrakis, Anastassis. "Rational Design of Autotaxin Inhibitors by Structural Evolution of Endogenous Modulators". . p. 2006 - 2017. Retrieved 2017/03/17.