Methyl 2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate

Base Information

• Chemical Name: Methyl 2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate
• CAS No.: 956229-86-0
• Molecular Formula: C15H21BO4
• Molecular Weight: 276.14
• Hs Code.: 2934999090
• Mol file: 956229-86-0.mol

Synonyms:2-(Methoxycarbonylmethyl)phenylboronic acid pinacol ester;Methyl 2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate;methyl 2-[2-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetate;2-(2-Methoxy-2-oxoethyl)benzeneboronicacid,pinacolester96%

Chemical Property of Methyl 2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate

Chemical Property:

• Melting Point: 66-68 °C
• Boiling Point: 371.7±25.0 °C(Predicted)
• PSA: 44.76000
• Density: 1.07±0.1 g/cm3(Predicted)
• LogP: 1.70130
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

2-(Methoxycarbonylmethyl)phenylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate

There total 3 articles about Methyl 2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate 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%

methyl 2-(2-bromophenyl)acetate (57486-69-8) + bis(pinacol)diborane (73183-34-3) → methyl 2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate (956229-86-0)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 20 ℃; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2010.02.060

Reference yield:

ortho-bromophenylacetic acid (18698-97-0) → methyl 2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate (956229-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 20 - 65 °C / Inert atmosphere

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1-methyl-pyrrolidin-2-one / 39 h / 80 - 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sulfuric acid; potassium acetate; In 1-methyl-pyrrolidin-2-one;

Reference yield:

2-bromophenylacetyl chloride (55116-09-1) → methyl 2-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate (956229-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 20 °C / Inert atmosphere

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1-methyl-pyrrolidin-2-one / 39 h / 80 - 90 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1-methyl-pyrrolidin-2-one; dichloromethane;

upstream raw materials:

methyl 2-(2-bromophenyl)acetate

bis(pinacol)diborane

ortho-bromophenylacetic acid

2-bromophenylacetyl chloride

Downstream raw materials:

methyl <2-(2-thienyl)phenyl>acetate

C₃₆H₃₂O₈S₃

LY3039478

2-[2-(2-thienyl)phenyl]acetic acid

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