4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid

Base Information

• Chemical Name: 4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid
• CAS No.: 1190095-10-3
• Molecular Formula: C16H25BN2O4
• Molecular Weight: 320.196
• Hs Code.: 2933599090
• Mol file: 1190095-10-3.mol

Synonyms:4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid;4-(4-t-BOC-Piperazinomethyl)phenylboronic acid

Chemical Property of 4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid

Chemical Property:

• Melting Point: 143-145 °C
• Boiling Point: 462.8±55.0 °C(Predicted)
• PKA: 8.61±0.16(Predicted)
• PSA: 73.24000
• Density: 1.19±0.1 g/cm3(Predicted)
• LogP: 0.29490

Purity/Quality:

99% ^*data from raw suppliers

4-(4-t-BOC-Piperazinomethyl)phenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-(4-t-BOC-Piperazinomethyl)phenylboronic acid acts as a reagent for the preparation of thienopyrimidine and furopyrimidine derivatives as EGFR and VEGFR inhibitors useful in the treatment of diseases, preparation of borinic acids and esters via hydrolysis of potassium organotrifluoroborates with silica gel and water.

Technology Process of 4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)phenylboronic acid

There total 3 articles about 4-((4-tert-Butoxycarbonyl)piperazin-1-yl)methyl)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: 87.4%

4-formylphenylboronic acid, (87199-17-5) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → [4-([4-[(tert-butoxy)carbonyl]piperazin-1-yl]methyl)phenyl]boronic acid (1190095-10-3)

Guidance literature:

4-formylphenylboronic acid,; 1-t-Butoxycarbonylpiperazine; With acetic acid; In tetrahydrofuran; methanol; at 20 ℃; for 1.5h;

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; methanol; at 60 ℃;

Reference yield: 77.0%

C16H23BF3N2O2(1-)*K(1+) → [4-([4-[(tert-butoxy)carbonyl]piperazin-1-yl]methyl)phenyl]boronic acid (1190095-10-3)

Guidance literature:

With water; silica gel; In ethyl acetate; at 20 ℃; for 3h;

DOI:10.1021/jo901441u

Reference yield:

→ tert-butyl 4-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]piperazine-1-carboxylate (936694-19-8) + [4-([4-[(tert-butoxy)carbonyl]piperazin-1-yl]methyl)phenyl]boronic acid (1190095-10-3) + C20H29BN4O3

Guidance literature:

With triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 16h; Overall yield = 99 %; Overall yield = 600 mg;

upstream raw materials:

4-formylphenylboronic acid,

1-t-Butoxycarbonylpiperazine

Refernces

• 1、 -. "3-ARYL-5-SUBSTITUTED-ISOQUINOLIN-1-ONE COMPOUNDS AND THEIR THERAPEUTIC USE". Page/Page column 187; 190. . Retrieved 2015/03/28.