4-(Cbz-aminomethyl)phenyboronic acid

Base Information

• Chemical Name: 4-(Cbz-aminomethyl)phenyboronic acid
• CAS No.: 914452-61-2
• Molecular Formula: C15H16BNO4
• Molecular Weight: 285.107
• Hs Code.: 2931900090
• Mol file: 914452-61-2.mol

Synonyms:4-((Benzyloxycarbonylamino)methyl)phenylboronic acid;4-(Cbz-aminomethyl)phenyboronic acid;4-((Benzyloxycarbonylamino)methyl)phenylboronic

Chemical Property of 4-(Cbz-aminomethyl)phenyboronic acid

Chemical Property:

• PSA: 78.79000
• LogP: 1.18370
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-((Benzyloxycarbonylamino)methyl)phenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(Cbz-aminomethyl)phenyboronic acid

There total 5 articles about 4-(Cbz-aminomethyl)phenyboronic 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: 55.0%

benzyl N-[(4-bromophenyl)methyl]carbamate → α-benzyloxycarbonylamino-p-toluoylboronic acid (914452-61-2)

Guidance literature:

benzyl N-[(4-bromophenyl)methyl]carbamate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -75 ℃; for 1h;

With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃;

Reference yield:

(4-aminomethyl)aniline (4403-71-8) → α-benzyloxycarbonylamino-p-toluoylboronic acid (914452-61-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 0.25 h / 20 °C

2.1: hydrogenchloride; sodium nitrite / water / 0.25 h / 0 °C

2.2: 0.33 h / 20 °C

With hydrogenchloride; triethylamine; sodium nitrite; In dichloromethane; water;

DOI:10.1021/jo501665e

Reference yield:

tetrahydroxydiboron (13675-18-8) + [(4-Aminophenyl)methyl]carbamic acid,phenylmethyl ester (168050-39-3) → α-benzyloxycarbonylamino-p-toluoylboronic acid (914452-61-2)

Guidance literature:

[(4-Aminophenyl)methyl]carbamic acid,phenylmethyl ester; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.25h;

tetrahydroxydiboron; With potassium carbonate; In water; at 20 ℃; for 0.333333h;

DOI:10.1021/jo501665e

upstream raw materials:

(4-aminomethyl)aniline

benzyl chloroformate

tetrahydroxydiboron

[(4-Aminophenyl)methyl]carbamic acid,phenylmethyl ester

Downstream raw materials:

[(2'-cyanobiphenyl-4-yl)methyl]amine

(S)-[4-(4-aminomethyl-phenoxy)-phenyl]-tert-butoxycarbonylamino-acetic acid cyclopentyl ester

(S)-tert-butoxycarbonylamino-{4-[4-({[2-(1-isobutoxy-ethoxycarbamoyl)-benzo[b]thiophen-6-ylmethyl]-amino}-methyl)-phenoxy]-phenyl}-acetic acid cyclopentyl ester

{4-[4-(benzyloxycarbonylamino-methyl)-phenoxy]-phenyl}-(S)-tert-butoxycarbonylamino-acetic acid cyclopentyl ester

Refernces

• 1、 -. "HYDROXAMIC ACID DERVICATIVES AS INHIBITORS OF HDAC ENZYMATIC ACTIVITY". Page/Page column 72. . Retrieved 2008/06/13.