[2-Fluoro-4-(hydroxyMethyl)phenyl]boronic acid

Base Information

• Chemical Name: [2-Fluoro-4-(hydroxyMethyl)phenyl]boronic acid
• CAS No.: 1331945-14-2
• Molecular Formula: C7H8BFO3
• Molecular Weight: 169.948
• Hs Code.: 2931900090
• Mol file: 1331945-14-2.mol

Synonyms:[2-Fluoro-4-(hydroxyMethyl)phenyl]boronic acid

Chemical Property of [2-Fluoro-4-(hydroxyMethyl)phenyl]boronic acid

Chemical Property:

• PSA: 60.69000
• LogP: -1.00220

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

2-Fluoro-4-(hydroxymethyl)phenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Fluoro-4-(hydroxymethyl)phenylboronic acid

Technology Process of [2-Fluoro-4-(hydroxyMethyl)phenyl]boronic acid

There total 1 articles about [2-Fluoro-4-(hydroxyMethyl)phenyl]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: 99.0%

Triisopropyl borate (5419-55-6) + 4-bromo-3-fluorobenzyl alcohol (222978-01-0) → (2-fluoro-4-(hydroxymethyl)phenyl)boronic acid (1331945-14-2)

Guidance literature:

4-bromo-3-fluorobenzyl alcohol; With n-butyllithium; dimethyl amine; In tetrahydrofuran; at -78 ℃;

Triisopropyl borate; In tetrahydrofuran; at -78 ℃;

With sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1021/jm2014937

Reference yield: 94.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + (2-fluoro-4-(hydroxymethyl)phenyl)boronic acid (1331945-14-2) → 2-(4-(bromomethyl)-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1314141-37-1)

Guidance literature:

In tetrahydrofuran; for 16h; Reflux; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b01775

Reference yield:

(2-fluoro-4-(hydroxymethyl)phenyl)boronic acid (1331945-14-2) → (S)-(4-((((2-amino-6-(((4-((1,5-dimethoxy-1,5-dioxopentan-2-yl)carbamoyl)phenyl)(methyl)amino)methyl)pteridin-4-yl)carbamoyl)oxy)methyl)-2-fluorophenyl)boronic acid

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 16 h / Reflux; Inert atmosphere

2: 1,4-dioxane; toluene / 20 h / 21 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 0 - 21 °C / Inert atmosphere

4: hydrogenchloride / acetonitrile; water / 16 h / 21 °C

With hydrogenchloride; dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; acetonitrile;

DOI:10.1021/acs.jmedchem.7b01775

upstream raw materials:

Triisopropyl borate

4-bromo-3-fluorobenzyl alcohol

Downstream raw materials:

2-(4-(bromomethyl)-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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

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