N-(2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide

Base Information

• Chemical Name: N-(2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide
• CAS No.: 1256360-26-5
• Molecular Formula: C15H22BNO4
• Molecular Weight: 291.155
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40682344
• Wikidata: Q82606677
• Mol file: 1256360-26-5.mol

Synonyms:1256360-26-5;N-(2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide;N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide;3-Acetamido-4-methoxyphenylboronic acid, pinacol ester;3-Acetamido-4-methoxyphenylboronic acid pinacol ester;SCHEMBL2320880;DTXSID40682344;MFCD16660307;AKOS016001667;BS-19914;CS-0174287;3-Acetamido-4-methoxyphenylboronic acid, pinacol ester, AldrichCPR

Chemical Property of N-(2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide

Chemical Property:

• Boiling Point: 434.4±35.0 °C(Predicted)
• PKA: 14.60±0.70(Predicted)
• PSA: 56.79000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: 2.02580
• Storage Temp.: Room temperature.
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 291.1641883
• Heavy Atom Count: 21
• Complexity: 383

Purity/Quality:

98%min ^*data from raw suppliers

3-Acetamido-4-methoxyphenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=C(C=C2)OC)NC(=O)C

Technology Process of N-(2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide

There total 3 articles about N-(2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide 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: 91.0%

N-(5-bromo-2-methoxyphenyl)acetamide (88301-40-0) + bis(pinacol)diborane (73183-34-3) → N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide (1256360-26-5)

Guidance literature:

With potassium acetate; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 150 ℃;

Reference yield:

2-amino-4-bromo-phenol (40925-68-6) → N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide (1256360-26-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 0.08 h / 10 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 70 °C

2.2: 16 h / 60 °C

3.1: potassium acetate / triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 1,2-dimethoxyethane / 150 °C

With potassium acetate; potassium carbonate; triethylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

N-(5-bromo-2-hydroxyphenyl)acetamide (107986-49-2) → N-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide (1256360-26-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 70 °C

1.2: 16 h / 60 °C

2.1: potassium acetate / triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 1,2-dimethoxyethane / 150 °C

With potassium acetate; potassium carbonate; triphenylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,2-dimethoxyethane; N,N-dimethyl-formamide;

upstream raw materials:

2-amino-4-bromo-phenol

N-(5-bromo-2-methoxyphenyl)acetamide

bis(pinacol)diborane

N-(5-bromo-2-hydroxyphenyl)acetamide

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