1-Boc-4-(2-formylphenyl)piperazine

Base Information

• Chemical Name: 1-Boc-4-(2-formylphenyl)piperazine
• CAS No.: 174855-57-3
• Molecular Formula: C16H22N2O3
• Molecular Weight: 290.362
• European Community (EC) Number: 624-532-3
• DSSTox Substance ID: DTXSID30424614
• Nikkaji Number: J2.910.452B
• Wikidata: Q72449366
• Mol file: 174855-57-3.mol

Synonyms:1-Boc-4-(2-formylphenyl)piperazine;174855-57-3;tert-butyl 4-(2-formylphenyl)piperazine-1-carboxylate;4-(2-Formylphenyl)piperazine-1-carboxylic acid tert-butyl ester;1-Piperazinecarboxylic acid, 4-(2-formylphenyl)-, 1,1-dimethylethyl ester;tert-butyl 4-(2-formylphenyl)piperazinecarboxylate;SCHEMBL114482;DTXSID30424614;FGJACYJASSSXNJ-UHFFFAOYSA-N;4-(2-Formyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester;MFCD05864664;AKOS000696739;N-Boc-4-(2-formylphenyl)-piperazine;CS-W013995;DS-0031;1-boc-4-(2-formyl-phenyl)-piperazine;1-Boc-4-(2-formylphenyl)piperazine, 97%;AM20060529;FT-0643670;1-t-butoxycarbonyl-4-(2-formylphenyl)-piperazine;1-t-butoxycarbonyl-4-(2-formyl-phenyl)-piperazine;W-206076

Chemical Property of 1-Boc-4-(2-formylphenyl)piperazine

Chemical Property:

• Appearance/Colour: Solid
• Vapor Pressure: 1.93E-07mmHg at 25°C
• Melting Point: 86-90 °C
• Refractive Index: 1.561
• Boiling Point: 425.3 °C at 760 mmHg
• PKA: 2.48±0.10(Predicted)
• Flash Point: 211 °C
• PSA: 49.85000
• Density: 1.154 g/cm₃
• LogP: 2.55910
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 290.16304257
• Heavy Atom Count: 21
• Complexity: 370

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Boc-4-(2-formylphenyl)piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T,Xi
• Statements: 25-43
• Safety Statements: 36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)C2=CC=CC=C2C=O
• Uses: 1-Boc-4-(2-formylphenyl)piperazine is used in the synthesis of melanocortin subtype-4 receptor (MC4R) agonists. MC4R is located in the hypothalamus and helps to regulate metabolism, feeding and reproductive behavior. Agonists to these receptors have shown to decrease feeding behaviors.

Technology Process of 1-Boc-4-(2-formylphenyl)piperazine

There total 5 articles about 1-Boc-4-(2-formylphenyl)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: 93.0%

2-Fluorobenzaldehyde (446-52-6) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → tert-butyl 4-(2-formylphenyl)piperazinecarboxylate (174855-57-3)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 130 ℃;

DOI:10.1016/S0960-894X(03)00796-0

Reference yield: 32.0%

→ tert-butyl 4-(2-formylphenyl)piperazinecarboxylate (174855-57-3)

Guidance literature:

Reference yield:

2-(piperazin-1-yl)benzonitrile (111373-03-6) → tert-butyl 4-(2-formylphenyl)piperazinecarboxylate (174855-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: DIBAL-H / dioxane; heptane / 20 °C

2: 436 mg / aq. NaHCO₃ / dioxane; heptane

With diisobutylaluminium hydride; sodium hydrogencarbonate; In 1,4-dioxane; n-heptane;

DOI:10.1021/jm0304109

upstream raw materials:

2-Fluorobenzaldehyde

1-t-Butoxycarbonylpiperazine

di-tert-butyl dicarbonate

2-(Piperazin-1-yl)benzaldehyde

Downstream raw materials:

1-tert-butoxycarbonyl-4-{2-[hydroxy(1-methyl-1H-imidazol-2-yl)methyl]phenyl}piperazine

1-tert-butoxycarbonyl-4-[2-((dimethylamino)methyl)phenyl]piperazine

(Z)-tert-butyl 4-(2-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)piperazine-1-carboxylate

2-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}benzoic acid

Refernces

• 1、 -. "(2-benzylphenyl)piperazine derivatives and use thereof". Paragraph 0142; 0144; 0145; 0146; 0147. . Retrieved 2019/11/19.
• 2、 -. "CHEMICAL COMPOUNDS 251". Page/Page column 111. . Retrieved 2011/10/02.