BENZYL 1-PIPERAZINECARBOXYLATE

Base Information

• Chemical Name: BENZYL 1-PIPERAZINECARBOXYLATE
• CAS No.: 31166-44-6
• Molecular Formula: C12H16N2O2
• Molecular Weight: 220.271
• Hs Code.: 29335990
• Mol file: 31166-44-6.mol

Synonyms:1-(Benzyloxycarbonyl)piperazine;Benzyl piperazine-1-carboxylate;1-Piperazinecarboxylicacid, benzyl ester (6CI,8CI);1-(Benzyloxycarbonyl)piperazine;4-Benzyloxycarbonylpiperazine;N-(Benzyloxycarbonyl)piperazine;Piperazin-1-carboxylic acid benzyl ester;

Chemical Property of BENZYL 1-PIPERAZINECARBOXYLATE

Chemical Property:

• Appearance/Colour: clear colorless to yellowish liquid
• Vapor Pressure: 3.85E-05mmHg at 25°C
• Refractive Index: n20/D 1.546(lit.)
• Boiling Point: 352.4 °C at 760 mmHg
• PKA: 8.44±0.10(Predicted)
• Flash Point: 166.9 °C
• PSA: 41.57000
• Density: 1.148 g/cm³
• LogP: 1.49510
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Sparingly), Methanol (Sparingly)

Purity/Quality:

99% ^*data from raw suppliers

1-Cbz-piperazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 1-Cbz-piperazine is used in the synthesis of serotonin 5-HT6 and dopamine D2 receptor ligands (1,2). It can also be used for the synthesis of a 11-C labelled ligands for imaging vesicular acetylcholine transporter.

Technology Process of BENZYL 1-PIPERAZINECARBOXYLATE

There total 25 articles about BENZYL 1-PIPERAZINECARBOXYLATE 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: 100.0%

tert-butyl 4-((benzyloxy)carbonyl)piperazine-1-carboxylate (121370-60-3) → phenylmethyl 1-piperazinecarboxylate (31166-44-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)00027-7

Reference yield: 99.0%

4-(4-nitrobenzenesulfonyl)piperazine-1-carboxylic acid benzyl ester (93871-69-3) → phenylmethyl 1-piperazinecarboxylate (31166-44-6)

Guidance literature:

With potassium carbonate; mercaptoacetic acid; In methanol; at 0 - 25 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ol4031606

Reference yield: 99.0%

C22H20F6N2O4 (1448041-81-3) → phenylmethyl 1-piperazinecarboxylate (31166-44-6) + 3,5-bis(trifluoromethyl)benzylchloride (75462-61-2)

Guidance literature:

With samarium diiodide; water; triethylamine; In tetrahydrofuran; at 20 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1039/c3cc41642a

upstream raw materials:

piperazine

benzyl chloroformate

tert-butyl 4-((benzyloxy)carbonyl)piperazine-1-carboxylate

piperazine hexahydrate

Downstream raw materials:

4-chlorocarbonyl-piperazine-1-carboxylic acid benzyl ester

benzyl 4-carbamoylpiperazine-1-carboxylate

4-[(3,4-dimethyl-phenylcarbamoyl)-methyl]-piperazine-1-carboxylic acid benzyl ester

4-propyl-piperazine-1-carboxylic acid benzyl ester

Refernces

• 1、 Satish, Sohal,Chitral, Rohan,Kori, Amitkumar,Sharma, Basantkumar,Puttur, Jayashree,Khan, Afreen A.,Desle, Deepali,Raikuvar, Kavita,Korkegian, Aaron,Martis, Elvis A. F.,Iyer, Krishna R.,Coutinho, Evans C.,Parish, Tanya,Nandan, Santosh. "Design, synthesis and SAR of antitubercular benzylpiperazine ureas". . . Retrieved 2021/01/04.
• 2、 Lizza, Joseph R.,Wipf, Peter. "Synthesis of 4-nitrophenyl (2,2,6,6-tetramethylpiperidin1-yl) carbonate (NPTC) for n-protection of lphenylalanine ethyl ester". . p. 96 - 124. Retrieved 2020/08/17.