4-(4-BOC-Piperazino)phenylboronic acid

Base Information

• Chemical Name: 4-(4-BOC-Piperazino)phenylboronic acid
• CAS No.: 457613-78-4
• Molecular Formula: C15H23BN2O4
• Molecular Weight: 306.17
• Hs Code.: 2933599090
• European Community (EC) Number: 893-813-2
• DSSTox Substance ID: DTXSID70411922
• Wikidata: Q82218987
• Mol file: 457613-78-4.mol

Synonyms:457613-78-4;4-(4-BOC-Piperazino)phenylboronic acid;(4-(4-(TERT-BUTOXYCARBONYL)PIPERAZIN-1-YL)PHENYL)BORONIC ACID;(4-[4-(tert-Butoxycarbonyl)piperazin-1-yl]phenyl)boronic acid;4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenylboronic acid;[4-[4-[(2-methylpropan-2-yl)oxycarbonyl]piperazin-1-yl]phenyl]boronic Acid;4-(4-(tert-Butoxycarbonyl)piperazin-1yl)phenylboronic acid;MFCD10696663;4-[4-(tert-butoxycarbonyl)-1-piperazinyl]phenylboronic acid;{4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenyl}boronic acid;4-[4-(tert-butoxycarbonyl)piperazin-1-yl]phenylboronic acid;C15H23BN2O4;4-(4-Boc-1-piperazinyl)phenylboronic Acid;SCHEMBL426841;DTXSID70411922;BXGOBSWUEXKOIH-UHFFFAOYSA-N;(4-{4-[(tert-butoxy)carbonyl]piperazin-1-yl}phenyl)boronic acid;AMY32982;AKOS015837010;AB57872;NCGC00249548-01;AS-42694;SY258850;CS-0060942;FT-0654241;EN300-4346623;A826889;4-4-(tert-butoxycarbonyl)piperazin-1-yl)phenylboronic acid;(4-[4-(tert-Butoxycarbonyl)piperazin-1-yl]phenyl)boronicacid;[4-[4-[(2-methylpropan-2-yl)oxy-oxomethyl]-1-piperazinyl]phenyl]boronic acid

Chemical Property of 4-(4-BOC-Piperazino)phenylboronic acid

Chemical Property:

• Melting Point: 187-189 °C
• Boiling Point: 487.4±55.0 °C(Predicted)
• PKA: 9.08±0.17(Predicted)
• PSA: 73.24000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 0.42640
• Storage Temp.: Room temperature.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 306.1750874
• Heavy Atom Count: 22
• Complexity: 370

Purity/Quality:

97% ^*data from raw suppliers

4-(4-BOC-Piperazino)phenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)N2CCN(CC2)C(=O)OC(C)(C)C)(O)O
• Uses: 4-(4-BOC-Piperazino)phenylboronic acid acts as a reagent in the synthesis of hydroxyaniline amides as selective extracellular regulated Kinase (Erk) inhibitors, preparation of 3,5-disubstituted indole derivatives as potent inhibitors of pim-1, pim-2, pim-3 protein kinase.

Technology Process of 4-(4-BOC-Piperazino)phenylboronic acid

There total 9 articles about 4-(4-BOC-Piperazino)phenylboronic 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: 94.0%

Trimethyl borate (121-43-7,63156-11-6) + tert-butyl 4-(4-bromophenyl)piperazine-1-carboxylate (352437-09-3) → 4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenylboronic acid (457613-78-4)

Guidance literature:

tert-butyl 4-(4-bromophenyl)piperazine-1-carboxylate; With n-butyllithium; In tetrahydrofuran; hexane; at -70 - -65 ℃; for 2h;

Trimethyl borate; In tetrahydrofuran; hexane; at -70 - 20 ℃;

Reference yield: 92.0%

tert-butyl 4-(4-bromophenyl)piperazine-1-carboxylate (352437-09-3) → 4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenylboronic acid (457613-78-4)

Guidance literature:

tert-butyl 4-(4-bromophenyl)piperazine-1-carboxylate; With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -70 - -60 ℃; for 0.333333h;

With Triisopropyl borate; In tetrahydrofuran; hexane; toluene; at -70 - 0 ℃;

With phosphoric acid; water; In tetrahydrofuran; hexane; toluene; for 0.5h;

DOI:10.1021/jo0205614

Reference yield: 77.0%

→ 4-(4-(tert-butoxycarbonyl)piperazin-1-yl)phenylboronic acid (457613-78-4)

Guidance literature:

With sodium periodate; ammonium acetate; In water; acetone; at 23 ℃; for 12h;

upstream raw materials:

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

di-tert-butyl dicarbonate

Triisopropyl borate

tert-butyl 4-(4-iodophenyl)tetrahydro-1(2H)-pyrazinecarboxylate

Downstream raw materials:

tert-butyl 4-(4-(pyridin-4-yl)phenyl)piperazine-1-carboxylate