4-N-Boc-amino-3-fluorophenylboronic acid

Base Information

• Chemical Name: 4-N-Boc-amino-3-fluorophenylboronic acid
• CAS No.: 218301-87-2
• Molecular Formula: C11H15BFNO4
• Molecular Weight: 255.054
• Hs Code.: 2931900090
• Mol file: 218301-87-2.mol

Synonyms:Carbamicacid, (4-borono-2-fluorophenyl)-, C-(1,1-dimethylethyl) ester (9CI);[4-[(tert-Butoxycarbonyl)amino]-3-fluorophenyl]boronicacid;

Chemical Property of 4-N-Boc-amino-3-fluorophenylboronic acid

Chemical Property:

• Refractive Index: 1.517
• PSA: 78.79000
• Density: 1.244 g/cm³
• LogP: 0.92550
• Storage Temp.: Room temperature.

Purity/Quality:

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

4-N-Boc-amino-3-fluorophenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-N-Boc-amino-3-fluorophenylboronic acid

There total 4 articles about 4-N-Boc-amino-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: 74.0%

Trimethyl borate (121-43-7,63156-11-6) → 4-(tert-butoxycarbonylamino)-3-fluorophenylboronic acid (218301-87-2)

Guidance literature:

tert-butyl N-(4-bromo-2-fluorophenyl)carbamate; With n-butyllithium; In tetrahydrofuran; at -85 ℃; for 1h;

Trimethyl borate; In tetrahydrofuran; at -90 ℃;

Reference yield: 74.0%

tert-butyl N-(4-bromo-2-fluorophenyl)carbamate (209958-42-9) → 4-(tert-butoxycarbonylamino)-3-fluorophenylboronic acid (218301-87-2)

Guidance literature:

tert-butyl N-(4-bromo-2-fluorophenyl)carbamate; With n-butyllithium; In tetrahydrofuran; at -85 ℃; for 1h;

With Trimethyl borate; In tetrahydrofuran; at -90 - 20 ℃;

With water; acetic acid; more than 3 stages;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 4-(tert-butoxycarbonylamino)-3-fluorophenylboronic acid (218301-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tert-butyl alcohol / 50 °C

2.1: n-butyllithium / tetrahydrofuran / 1 h / -85 °C

2.2: -90 - 20 °C

With n-butyllithium; In tetrahydrofuran; tert-butyl alcohol;

upstream raw materials:

Trimethyl borate

tert-butyl N-(4-bromo-2-fluorophenyl)carbamate

di-tert-butyl dicarbonate

4-bromo-2-fluoroaniline

Downstream raw materials:

2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

C₂₂H₂₄FN₃O₂

2-(4-amino-3-fluorophenyl)-6-dimethylaminoquinoline

C₂₂H₂₂FN₃O₃

Refernces

• 1、 -. "SULFONAMIDO-MACROCYCLES AS TIE2 INHIBITORS AND SALTS THEREOF, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME, METHODS OF PREPARING SAME AND USES OF SAME". Page/Page column 55-56. . Retrieved 2008/06/13.
• 2、 -. "Guanidine mimics as factor Xa inhibitors". Page column 119, 120. . Retrieved 2010/02/04.