Tert-butyl 4-[2-(hydroxymethyl)phenyl]piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-[2-(hydroxymethyl)phenyl]piperazine-1-carboxylate
• CAS No.: 179250-28-3
• Molecular Formula: C16H24 N2 O3
• Molecular Weight: 292.378
• DSSTox Substance ID: DTXSID50427804
• Wikidata: Q82240513
• Mol file: 179250-28-3.mol

Synonyms:179250-28-3;2-(4-N-Boc-piperazinyl)benzyl alcohol;tert-butyl 4-[2-(hydroxymethyl)phenyl]piperazine-1-carboxylate;TERT-BUTYL 4-[2-(HYDROXYMETHYL)PHENYL]TETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE;1-Piperazinecarboxylic acid, 4-[2-(hydroxymethyl)phenyl]-, 1,1-dimethylethyl ester;tert-Butyl 4-(2-(hydroxymethyl)phenyl)piperazine-1-carboxylate;SCHEMBL615074;DTXSID50427804;MQZUQGHXDLMAKT-UHFFFAOYSA-N;MFCD06657282;AKOS015909400;MS-22252;1-boc-4-(hydroxymethyl-phenyl)-piperazine;A3977;FT-0603800;1-boc-4-(2-hydroxymethyl-phenyl)-piperazine;W-206267;1-t-butoxycarbonyl-4-(2-hydroxymethyl-phenyl)-piperazine;4-(2-Hydroxymethylphenyl)piperazine-1-carboxylic Acid t-butyl Ester;4-(2-hydroxymethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester;TERT-BUTYL4-[2-(HYDROXYMETHYL)PHENYL]TETRAHYDRO-1(2H)-PYRAZINECARBOXYLATE

Chemical Property of Tert-butyl 4-[2-(hydroxymethyl)phenyl]piperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 1.5E-08mmHg at 25°C
• Melting Point: 67 °C
• Refractive Index: 1.553
• Boiling Point: 440.9°Cat760mmHg
• Flash Point: 220.5°C
• PSA: 53.01000
• Density: 1.152g/cm³
• LogP: 2.23890
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 292.17869263
• Heavy Atom Count: 21
• Complexity: 346

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-N-Boc-piperazinyl)benzylAlcohol ^*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)C2=CC=CC=C2CO

Technology Process of Tert-butyl 4-[2-(hydroxymethyl)phenyl]piperazine-1-carboxylate

There total 7 articles about Tert-butyl 4-[2-(hydroxymethyl)phenyl]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: 89.0%

tert-butyl 4-(2-formylphenyl)piperazinecarboxylate (174855-57-3) → 4-(2-(hydroxymethyl)phenyl)piperazine-1-carboxylic acid tert-butyl ester (179250-28-3)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 2h;

Reference yield:

2-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}benzoic acid (444582-90-5) → 4-(2-(hydroxymethyl)phenyl)piperazine-1-carboxylic acid tert-butyl ester (179250-28-3)

Guidance literature:

With borane; In tetrahydrofuran;

DOI:10.1021/jm0304109

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 4-(2-(hydroxymethyl)phenyl)piperazine-1-carboxylic acid tert-butyl ester (179250-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 49.8 g / aq. NaHCO₃ / ethanol

2: BH₃ / tetrahydrofuran

With borane; sodium hydrogencarbonate; In tetrahydrofuran; ethanol;

DOI:10.1021/jm0304109

upstream raw materials:

tert-butyl 4-(2-formylphenyl)piperazinecarboxylate

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

di-tert-butyl dicarbonate

2-(piperazin-1-yl)benzonitrile

Downstream raw materials:

1-t-butoxycarbonyl-4-(2-(methanesulfonyloxymethyl)phenyl)-piperazine

1-tert-butoxycarbonyl-4-(2-(imidazol-1-ylmethyl)phenyl)piperazine

[2-(piperazin-1-yl)phenyl]methanol

1-[2-(3-iodophenoxymethyl)phenyl]piperazine mono-trifluoroacetate

Refernces

• 1、 -. "1-(2-PHENOXYMETHYLPHENYL)PIPERAZINE COMPOUNDS". Page/Page column 15. . Retrieved 2011/08/03.
• 2、 Richardson, Timothy I.,Ornstein, Paul L.,Briner, Karin,Fisher, Matthew J.,Backer, Ryan T.,Biggers, C. Kelly,Clay, Michael P.,Emmerson, Paul J.,Hertel, Larry W.,Hsiung, Hansen M.,Husain, Saba,Kahl, Steven D.,Lee, Jonathan A.,Lindstrom, Terry D.,Martinelli, Michael J.,Mayer, John P.,Mullaney, Jeffery T.,O'Brien, Thomas P.,Pawlak, Joseph M.,Revell, Kevin D.,Shah, Jikesh,Zgombick, John M.,Herr, R. Jason,Melekhov, Alex,Sampson, Peter B.,King, Chi-Hsin R.. "Synthesis and Structure-Activity Relationships of Novel Arylpiperazines as Potent and Selective Agonists of the Melanocortin Subtype-4 Receptor". . p. 744 - 755. Retrieved 2007/10/03.