1-Boc-4-(4-Carboxybenzyl)piperazine

Base Information

• Chemical Name: 1-Boc-4-(4-Carboxybenzyl)piperazine
• CAS No.: 479353-63-4
• Molecular Formula: C17H24 N2 O4
• Molecular Weight: 320.389
• Hs Code.: 2933599090
• European Community (EC) Number: 630-035-2
• DSSTox Substance ID: DTXSID70383736
• Mol file: 479353-63-4.mol

Synonyms:479353-63-4;1-Boc-4-(4-Carboxybenzyl)piperazine;4-((4-(tert-butoxycarbonyl)piperazin-1-yl)methyl)benzoic acid;4-[[4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-1-yl]methyl]benzoic Acid;4-(4-Carboxybenzyl)piperazine-1-carboxylic acid tert-butyl ester;4-{[4-(tert-butoxycarbonyl)piperazino]methyl}benzoic acid;4-{[4-(tert-butoxycarbonyl)piperazin-1-yl]methyl}benzoic acid;4-(4-N-Boc-Piperazin-1-yl)methylbenzoic acid;4-(4-N-Boc-Piperazin-1-yl)methylbenzoicacid;SCHEMBL2514655;DTXSID70383736;4-({4-[(tert-butoxy)carbonyl]piperazin-1-yl}methyl)benzoic acid;BCP06583;AB3251;MFCD04974012;AKOS015841577;AB21436;AM87801;GS-4479;AC-14203;A7318;CS-0154686;FT-0604279;4-((4-boc-piperazin-1-yl)methyl)benzoic acid;J-514266;4-{[4-(tert-Butoxycarbonyl)-1-piperazinyl]methyl}benzoic acid, AldrichCPR;1-Piperazinecarboxylicacid,4-[(4-carboxyphenyl)methyl]-,1-(1,1-dimethylethyl)ester

Chemical Property of 1-Boc-4-(4-Carboxybenzyl)piperazine

Chemical Property:

• Vapor Pressure: 5.57E-09mmHg at 25°C
• Melting Point: 196 ºC
• Boiling Point: 452.6 ºC at 760 mmHg
• PKA: 4.02±0.10(Predicted)
• Flash Point: 227.5ºC
• PSA: 70.08000
• Density: 1.201 g/cm³
• LogP: 2.31330
• Storage Temp.: 2-8°C
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 320.17360725
• Heavy Atom Count: 23
• Complexity: 417

Purity/Quality:

98% min ^*data from raw suppliers

4-(4-Carboxybenzyl)piperazine-1-carboxylicacidtert-butylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)CC2=CC=C(C=C2)C(=O)O

Technology Process of 1-Boc-4-(4-Carboxybenzyl)piperazine

There total 3 articles about 1-Boc-4-(4-Carboxybenzyl)piperazine 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: 65.0%

p-(chloromethyl)benzoic acid (1642-81-5) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → (4-(4-(tert-butoxycarbonyl)piperazin-1-yl)methyl)benzoic acid (479353-63-4)

Guidance literature:

With triethylamine; In acetonitrile; at 30 ℃; for 22h;

DOI:10.1016/j.nucmedbio.2017.11.004

Reference yield: 44.8%

tert-butyl 4-[(4-methoxycarbonylphenyl)methyl]piperazine-1-carboxylate (844891-11-8) → (4-(4-(tert-butoxycarbonyl)piperazin-1-yl)methyl)benzoic acid (479353-63-4)

Guidance literature:

With lithium hydroxide monohydrate; In methanol; water; acetonitrile; at 20 ℃; for 1h;

Reference yield:

methyl 4-formylbenzoate (1571-08-0) → (4-(4-(tert-butoxycarbonyl)piperazin-1-yl)methyl)benzoic acid (479353-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / acetonitrile / 1 h / 20 °C

1.2: 20 °C

2.1: lithium hydroxide monohydrate / water; acetonitrile; methanol / 1 h / 20 °C

With lithium hydroxide monohydrate; trifluoroacetic acid; In methanol; water; acetonitrile;

upstream raw materials:

methyl 4-formylbenzoate

tert-butyl 4-[(4-methoxycarbonylphenyl)methyl]piperazine-1-carboxylate

p-(chloromethyl)benzoic acid

1-t-Butoxycarbonylpiperazine

Downstream raw materials:

N-Desmethyl Imatinib

tert-butyl 4-(4-((4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)carbamoyl)benzyl)piperazine-1-carboxylate

tert-butyl 4-(4-(2-(2-(propylamino)pyridin-4-yl)-1H-benzo[d]imidazol-4-ylcarbamoyl)benzyl)piperazine-1-carboxylate

tert-butyl 4-(4-(2-(2-chloropyridin-4-yl)-1H-benzo[d]imidazol-4-ylcarbamoyl)benzyl)piperazine-1-carboxylate

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR INHIBITING KINASES". . . Retrieved 2018/05/24.