5-(Methoxycarbonyl)thiophen-3-ylboronic acid

Base Information

• Chemical Name: 5-(Methoxycarbonyl)thiophen-3-ylboronic acid
• CAS No.: 957062-52-1
• Molecular Formula: C6H7 B O4 S
• Molecular Weight: 185.996
• Hs Code.: 2934999090
• Mol file: 957062-52-1.mol

Synonyms:5-(Methoxycarbonyl)thiophen-3-ylboronic acid;5-(Methoxycarbonyl)thiophene-3-boronic acid

Chemical Property of 5-(Methoxycarbonyl)thiophen-3-ylboronic acid

Chemical Property:

• Boiling Point: 386.7±52.0 °C(Predicted)
• PKA: 7.46±0.10(Predicted)
• PSA: 95.00000
• Density: 1.39±0.1 g/cm3(Predicted)
• LogP: -0.78550
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

5-(Methoxycarbonyl)thiophene-3-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(Methoxycarbonyl)thiophen-3-ylboronic acid

There total 2 articles about 5-(Methoxycarbonyl)thiophen-3-ylboronic 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: 66.0%

methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-thiophene-2-carboxylate (709648-80-6) → (5-(methoxycarbonyl)thiophen-3-yl)boronic acid (957062-52-1)

Guidance literature:

With sodium (meta)periodate; ammonium acetate; In water monomer; acetone; at 0 - 25 ℃; for 4h;

Reference yield:

4-bromothiophene-2-carboxylic acid methyl ester (62224-16-2) → (5-(methoxycarbonyl)thiophen-3-yl)boronic acid (957062-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1: anhydrous potassium acetate; palladium (II) [1,1'-bis(diphenylphosphanyl)ferrocene] dichloride / 1,4-dioxane / 0 - 85 °C / Inert atmosphere; Sealed tube

2: ammonium acetate; sodium (meta)periodate / water monomer; acetone / 4 h / 0 - 25 °C

With palladium (II) [1,1'-bis(diphenylphosphanyl)ferrocene] dichloride; sodium (meta)periodate; ammonium acetate; anhydrous potassium acetate; In 1,4-dioxane; water monomer; acetone;

Reference yield: 62.0%

(5-(methoxycarbonyl)thiophen-3-yl)boronic acid (957062-52-1) + [3-[N-(tert-butoxycarbonyl)amino]phenyl]methyl bromide (118684-32-5) → methyl 4-{3-[(tert-butoxycarbonyl)amino]benzyl}thiophene-2-carboxylate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 85 ℃; for 18h; Inert atmosphere; Sealed tube;

upstream raw materials:

methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-thiophene-2-carboxylate

4-bromothiophene-2-carboxylic acid methyl ester

Downstream raw materials:

methyl 4-hydroxythiophene-2-carboxylate