Tert-butyl 4-(4-iodophenyl)piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(4-iodophenyl)piperazine-1-carboxylate
• CAS No.: 151978-66-4
• Molecular Formula: C15H21IN2O2
• Molecular Weight: 388.248
• European Community (EC) Number: 882-818-5
• DSSTox Substance ID: DTXSID70383731
• Wikidata: Q82175520
• Mol file: 151978-66-4.mol

Synonyms:151978-66-4;tert-butyl 4-(4-iodophenyl)piperazine-1-carboxylate;1-BOC-4-(4-IODOPHENYL)PIPERAZINE;TERT-BUTYL 4-(4-IODOPHENYL)TETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE;4-(4-IODO-PHENYL)-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-Butyl 4-(4-iodophenyl)-piperazine-1-carboxylate;1-Piperazinecarboxylicacid, 4-(4-iodophenyl)-, 1,1-dimethylethyl ester;SCHEMBL942257;DTXSID70383731;ZOWJTZMYSLZILG-UHFFFAOYSA-N;4-(4-Iodophenyl)piperazine-1-carboxylic acid tert-butyl ester;4-(4-iodophenyl)-piperazine-1-carboxylic acid tert-butyl ester;MFCD06200864;1-Piperazinecarboxylic acid, 4-(4-iodophenyl)-, 1,1-dimethylethyl ester;AKOS015912309;AB23062;AS-72657;CS-0206055;E78343;EN300-7377029;tert-butyl4-(4-iodophenyl)piperazine-1-carboxylate;W-205724;1-TERT-BUTOXYCARBONYL-4(4-IODOPHENYL)PIPERAZINE;Z1505712129;tert-butyl-4-(4-iodophenyl)tetrahydro-1(2H)pyrazinecarboxylate;1-Piperazinecarboxylicacid,4-(4-iodophenyl)-,1,1-dimethylethyl ester

Chemical Property of Tert-butyl 4-(4-iodophenyl)piperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 6.36E-08mmHg at 25°C
• Melting Point: 150 °C
• Refractive Index: 1.584
• Boiling Point: 439.5 °C at 760 mmHg
• PKA: 2.93±0.10(Predicted)
• Flash Point: 219.6 °C
• PSA: 32.78000
• Density: 1.481 g/cm³
• LogP: 3.35120
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 388.06478
• Heavy Atom Count: 20
• Complexity: 327

Purity/Quality:

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

1-BOC-4-(4-Iodophenyl)piperazine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Irritant:

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Tert-butyl 4-(4-iodophenyl)piperazine-1-carboxylate

There total 6 articles about Tert-butyl 4-(4-iodophenyl)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: 96.0%

di-tert-butyl dicarbonate (24424-99-5) + 1-(piperazin-1-yl)-4-iodobenzene (96530-59-5) → tert-butyl 4-(4-iodophenyl)tetrahydro-1(2H)-pyrazinecarboxylate (151978-66-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/cn500084x

Reference yield: 92.0%

1-(4-iodophenyl)piperazine hydrochloride (624726-35-8) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 4-(4-iodophenyl)tetrahydro-1(2H)-pyrazinecarboxylate (151978-66-4)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃;

Reference yield: 90.0%

4-phenyl-piperazine-1-carboxylic acid tert-butyl ester (77278-63-8) → tert-butyl 4-(4-iodophenyl)tetrahydro-1(2H)-pyrazinecarboxylate (151978-66-4)

Guidance literature:

With water; iodine; sodium hydrogencarbonate; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1002/(SICI)1521-3773(19980216)37:3<325::AID-ANIE325>3.0.CO;2-L

upstream raw materials:

4-phenyl-piperazine-1-carboxylic acid tert-butyl ester

4-phenyl-1-piperazine

di-tert-butyl dicarbonate

tert-butyl 4-(4-bromophenyl)piperazine-1-carboxylate

Downstream raw materials:

tert-butyl 4-(4-(3-hydroxyprop-1-ynyl)phenyl)piperazine-1-carboxylate

4-[4-(3-Oxo-prop-1-ynyl)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

4-{4-[(E)-4-(3-Hydroxy-4-nitro-phenyl)-but-3-en-1-ynyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

5-(4-{4-[(E)-4-(3-Hydroxy-4-nitro-phenyl)-but-3-en-1-ynyl]-phenyl}-piperazin-1-yl)-5-oxo-pentanoic acid methyl ester

Refernces

• 1、 Sharma, Vikas,Chandra, Falguni,Sahoo, Dhananjaya,Koner, Apurba L.. "Efficient Microwave-Assisted Synthesis of Sonogashira-Coupled Perylene Monoimide Derivatives: Impact of Electron-Donating Groups on Optoelectronic Properties". supporting information. p. 6901 - 6905. Retrieved 2017/12/26.
• 2、 Modi, Gyan,Voshavar, Chandrashekhar,Gogoi, Sanjib,Shah, Mrudang,Antonio, Tamara,Reith, Maarten E. A.,Dutta, Aloke K.. "Multifunctional D2/D3 agonist D-520 with high in vivo efficacy: Modulator of toxicity of alpha-synuclein aggregates". . p. 700 - 717. Retrieved 2014/11/08.