1-BENZYL-PIPERIDINE-4-BORONIC ACID

Base Information

• Chemical Name: 1-BENZYL-PIPERIDINE-4-BORONIC ACID
• CAS No.: 1251537-48-0
• Molecular Formula: C12H18BNO2
• Molecular Weight: 219.091
• Mol file: 1251537-48-0.mol

Synonyms:1-BENZYL-PIPERIDINE-4-BORONIC ACID

Chemical Property of 1-BENZYL-PIPERIDINE-4-BORONIC ACID

Chemical Property:

• PSA: 43.70000
• LogP: 1.06330

Purity/Quality:

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

1-Benzyl-piperidine-4-boronicacid 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-BENZYL-PIPERIDINE-4-BORONIC ACID

There total 4 articles about 1-BENZYL-PIPERIDINE-4-BORONIC 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: 75.0%

4-chloro-1-benzylpiperidine (67848-71-9) + chloro-bis(dimethylamino)borane (6562-41-0) + water (7732-18-5) → N-benzylpiperidine-4-boronic acid (1251537-48-0)

Guidance literature:

4-chloro-1-benzylpiperidine; chloro-bis(dimethylamino)borane; With lithium; In tetrahydrofuran; at -5 - 5 ℃; for 1h; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; at 0 - 20 ℃; pH=6;

Reference yield:

N-benzyl-piperidin-4-boronic acid pinacol ester + water (7732-18-5) → N-benzylpiperidine-4-boronic acid (1251537-48-0)

Guidance literature:

N-benzyl-piperidin-4-boronic acid pinacol ester; water; With sodium periodate; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere; Sealed tube;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 18h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.0c00471

Reference yield:

1-benzyl-4-hydroxypiperidine (4727-72-4) → N-benzylpiperidine-4-boronic acid (1251537-48-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride; triethylamine / dichloromethane / 2 h / 20 - 40 °C

2.1: lithium / tetrahydrofuran / 1 h / -5 - 5 °C / Inert atmosphere

2.2: 0 - 20 °C / pH 6

With thionyl chloride; lithium; triethylamine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

water

4-chloro-1-benzylpiperidine

chloro-bis(dimethylamino)borane

1-benzyl-4-hydroxypiperidine