2-(4-Boc-piperazinyl)-2-(4-cyanophenyl)acetic acid

Base Information

• Chemical Name: 2-(4-Boc-piperazinyl)-2-(4-cyanophenyl)acetic acid
• CAS No.: 885274-36-2
• Molecular Formula: C₁₈H₂₃N₃O₄
• Molecular Weight: 345.398
• DSSTox Substance ID: DTXSID00376111
• Mol file: 885274-36-2.mol

Synonyms:885274-36-2;2-(4-Boc-piperazinyl)-2-(4-cyanophenyl)acetic acid;2-(4-Boc-piperazinyl)-2-(4-cyano-phenyl)acetic acid;2-(4-(tert-Butoxycarbonyl)piperazin-1-yl)-2-(4-cyanophenyl)acetic acid;2-(4-cyanophenyl)-2-[4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-1-yl]acetic Acid;2-(4-Boc-piperazinyl)-2-(4-cyano-phenyl)-acetic acid;DTXSID00376111;MFCD06659349;AKOS015949915;PS-12761;CS-0358670;[4-(tert-Butoxycarbonyl)piperazin-1-yl](4-cyanophenyl)acetic acid;2-(4-(tert-Butoxycarbonyl)piperazin-1-yl)-2-(4-cyanophenyl)aceticacid

Chemical Property of 2-(4-Boc-piperazinyl)-2-(4-cyanophenyl)acetic acid

Chemical Property:

• Boiling Point: 496.7±45.0 °C(Predicted)
• PKA: 1.53±0.10(Predicted)
• PSA: 93.87000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 2.11248
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 345.16885622
• Heavy Atom Count: 25
• Complexity: 532

Purity/Quality:

98.5% ^*data from raw suppliers

2-(4-(tert-Butoxycarbonyl)piperazin-1-yl)-2-(4-cyanophenyl)aceticacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(4-Boc-piperazinyl)-2-(4-cyanophenyl)acetic acid

There total 3 articles about 2-(4-Boc-piperazinyl)-2-(4-cyanophenyl)acetic acid 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: 78.0%

tert-butyl 4-(1-(4-cyanophenyl)-2-methoxy-2-oxoethyl)piperazine-1-carboxylate → 2-(4-(tertbutoxycarbonyl)piperazin-1-yl)-2-(4-cyanophenyl)acetic acid (885274-36-2)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1039/c6md00578k

Reference yield:

methyl 2-bromo-2-(4-cyanophenyl)acetate (885953-33-3) → 2-(4-(tertbutoxycarbonyl)piperazin-1-yl)-2-(4-cyanophenyl)acetic acid (885274-36-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

2: lithium hydroxide; water / tetrahydrofuran / 2 h / 20 °C

With water; potassium carbonate; lithium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1039/c6md00578k

Reference yield:

methyl 4-cyanobenzeneacetate (52798-01-3) → 2-(4-(tertbutoxycarbonyl)piperazin-1-yl)-2-(4-cyanophenyl)acetic acid (885274-36-2)

Guidance literature:

Multi-step reaction with 3 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 16 h / 85 °C / Inert atmosphere

2: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

3: lithium hydroxide; water / tetrahydrofuran / 2 h / 20 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); water; potassium carbonate; lithium hydroxide; In tetrahydrofuran; tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c6md00578k

upstream raw materials:

methyl 2-bromo-2-(4-cyanophenyl)acetate

methyl 4-cyanobenzeneacetate