4-(N-Cbz-aminoethylcarbamoyl)-3-fluorophenylboronic acid

Base Information

• Chemical Name: 4-(N-Cbz-aminoethylcarbamoyl)-3-fluorophenylboronic acid
• CAS No.: 1313712-88-7
• Molecular Formula: C₁₇H₁₈BFN₂O₅
• Molecular Weight: 360.15
• Mol file: 1313712-88-7.mol

Synonyms:4-(N-Cbz-aminoethylcarbamoyl)-3-fluorophenylboronic acid

Chemical Property of 4-(N-Cbz-aminoethylcarbamoyl)-3-fluorophenylboronic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(N-Cbz-aminoethylcarbamoyl)-3-fluorophenylboronic acid

There total 2 articles about 4-(N-Cbz-aminoethylcarbamoyl)-3-fluorophenylboronic 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:

3-fluoro-4-chloroformylphenylboronic acid (1313712-87-6) + benzyl N-(2-aminoethyl)carbamate hydrochloride (18807-71-1) → 4-(N-Cbz-aminoethylcarbamoyl)-3-fluorophenylboronic acid (1313712-88-7)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1002/anie.201106252

Reference yield:

4-(dihydroxyboranyl)-2-fluorobenzoic acid (120153-08-4) → 4-(N-Cbz-aminoethylcarbamoyl)-3-fluorophenylboronic acid (1313712-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 6 h / Reflux; Inert atmosphere

2: triethylamine / tetrahydrofuran / 6 h / 20 °C

With thionyl chloride; triethylamine; In tetrahydrofuran;

DOI:10.1002/anie.201106252

Reference yield: 90.0%

4-(N-Cbz-aminoethylcarbamoyl)-3-fluorophenylboronic acid (1313712-88-7) → 4-(aminoethylcarbamoyl)-3-fluorophenylboronic acid (1313712-89-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 40 ℃; for 3h;

DOI:10.1002/anie.201106252

upstream raw materials:

4-(dihydroxyboranyl)-2-fluorobenzoic acid

3-fluoro-4-chloroformylphenylboronic acid

benzyl N-(2-aminoethyl)carbamate hydrochloride

Downstream raw materials:

4-(aminoethylcarbamoyl)-3-fluorophenylboronic acid