4-(ethoxycarbonylmethyl)phenylboronic acid, pinaco

Base Information

• Chemical Name: 4-(ethoxycarbonylmethyl)phenylboronic acid, pinaco
• CAS No.: 859169-20-3
• Molecular Formula: C16H23 B O4
• Molecular Weight: 290.167
• Hs Code.: 2931900090
• Mol file: 859169-20-3.mol

Synonyms:Ethyl[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]acetate

Chemical Property of 4-(ethoxycarbonylmethyl)phenylboronic acid, pinaco

Chemical Property:

• Boiling Point: 377.7±25.0 °C(Predicted)
• PSA: 44.76000
• Density: 1.06±0.1 g/cm3(Predicted)
• LogP: 2.09140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4-(Ethoxycarbonylmethyl)phenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Ethoxycarbonylmethylphenylboronic acid, pinacol ester

Technology Process of 4-(ethoxycarbonylmethyl)phenylboronic acid, pinaco

There total 6 articles about 4-(ethoxycarbonylmethyl)phenylboronic acid, pinaco 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: 98.0%

Ethyl 4-bromophenylacetate (14062-25-0) + bis(pinacol)diborane (73183-34-3) → 1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid ethyl ester (859169-20-3)

Guidance literature:

Ethyl 4-bromophenylacetate; bis(pinacol)diborane; With potassium acetate; In 1,4-dioxane; for 0.25h;

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; dichloromethane; at 100 ℃; for 2h;

Reference yield: 75.0%

bromo(2-ethoxy-2-oxoethyl)zinc (5764-82-9) + 4-chlorophenylboronic acid pinacol ester (195062-61-4) → 1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid ethyl ester (859169-20-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; C₃₈H₆₂P₂; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.202016048

Reference yield: 72.0%

→ 1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid ethyl ester (859169-20-3)

Guidance literature:

upstream raw materials:

Ethyl 4-bromophenylacetate

bis(pinacol)diborane

2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetic acid

ethanol

Downstream raw materials:

[4-(3,6-dihydro-2H-pyran-4-yl)-phenyl]-acetic acid ethyl ester

ethyl 2-(4-(2-bromopyridin-4-yl)phenyl)acetate

2-amino-1-ethyl-7-{4-[2-({[(2S)-1-ethyl-4,4-difluoropyrrolidin-2-yl]methyl}-amino)-2-oxoethyl]phenyl}-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide

2-amino-1-ethyl-7-{4-[2-({[(2S,4R)-1-ethyl-4-fluoropyrrolidin-2-yl]methyl}-amino)-2-oxoethyl]phenyl}-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide