Methyl 5-borono-2-methylbenzoate

Base Information

• Chemical Name: Methyl 5-borono-2-methylbenzoate
• CAS No.: 1048330-10-4
• Molecular Formula: C9H11BO4
• Molecular Weight: 193.995
• Hs Code.: 2931900090
• Mol file: 1048330-10-4.mol

Synonyms:3-(Methoxycarbonyl)-4-methylphenylboronic acid;Methyl 5-borono-2-methylbenzoate;Benzoic acid, 5-borono-2-methyl-, 1-methyl ester;5-Borono-2-methylbenzoic acid 1-methyl ester

Chemical Property of Methyl 5-borono-2-methylbenzoate

Chemical Property:

• PSA: 66.76000
• LogP: -0.53860
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

3-(Methoxycarbonyl)-4-methylphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 5-borono-2-methylbenzoate

There total 2 articles about Methyl 5-borono-2-methylbenzoate 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:

methyl-2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (478375-39-2) → [3-(methoxycarbonyl)-4-methylphenyl] boronic acid (1048330-10-4)

Guidance literature:

With sodium periodate; ammonium acetate; In water; acetone; at 20 ℃; for 17h;

DOI:10.1021/jm800222k

Reference yield:

methyl 2-methyl-5-bromobenzoate (79669-50-4) → [3-(methoxycarbonyl)-4-methylphenyl] boronic acid (1048330-10-4)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; potassium acetate / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

2: sodium periodate; ammonium acetate / water; acetone / 17 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; sodium periodate; ammonium acetate; potassium acetate; In 1,4-dioxane; water; acetone;

DOI:10.1021/jm800222k

Reference yield: 65.0%

[3-(methoxycarbonyl)-4-methylphenyl] boronic acid (1048330-10-4) + 3-formylnaphthalen-1-yl trifluoromethanesulfonate → 5-(3-formylnaphthalen-1-yl)-2-methylbenzoate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; at 90 ℃; for 4h; Inert atmosphere;

upstream raw materials:

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

methyl 2-methyl-5-bromobenzoate

Downstream raw materials:

C₃₂H₃₆ClNO₆

5-[((7S)-7-{[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino}-5,6,7,8-tetrahydro-2-naphthalenyl)oxy]-2-methylbenzoic acid hydrochloride

2-methyl-5-(quinolin-3-yl)benzoic acid

2-(difluoromethyl)-5-(quinolin-3-yl)benzoic acid