(4-Methoxy-2-(methoxycarbonyl)phenyl)boronic acid

Base Information

• Chemical Name: (4-Methoxy-2-(methoxycarbonyl)phenyl)boronic acid
• CAS No.: 1256355-40-4
• Molecular Formula: C₉H₁₁BO₅
• Molecular Weight: 209.994
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID30681861
• Wikidata: Q82606040
• Mol file: 1256355-40-4.mol

Synonyms:1256355-40-4;2-METHOXYCARBONYL-4-METHOXYPHENYLBORONIC ACID;(4-Methoxy-2-(methoxycarbonyl)phenyl)boronic acid;(4-methoxy-2-methoxycarbonylphenyl)boronic acid;[4-Methoxy-2-(methoxycarbonyl)phenyl]boronic acid;(4-Methoxy-2-(methoxycarbonyl)phenyl)boronicacid;DTXSID30681861;MFCD08704672;AKOS015852189;BS-19847;CS-0176132;EN300-4402973

Chemical Property of (4-Methoxy-2-(methoxycarbonyl)phenyl)boronic acid

Chemical Property:

• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 210.0699536
• Heavy Atom Count: 15
• Complexity: 221

Purity/Quality:

98%min ^*data from raw suppliers

2-Methoxycarbonyl-4-methoxyphenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C(C=C(C=C1)OC)C(=O)OC)(O)O
• Uses: 2-Methoxycarbonyl-4-methoxyphenylboronic Acid is useful in stereoselective preparation of aryl carboxylic acids via iridium complex-catalyzed carboxy-directed enantioselective and chemoselective hydrogenation of terminal olefins and application to total syntheses of curcudiol and curcumene

Technology Process of (4-Methoxy-2-(methoxycarbonyl)phenyl)boronic acid

There total 2 articles about (4-Methoxy-2-(methoxycarbonyl)phenyl)boronic 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: 25.0%

methyl 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5-methoxybenzoate → 4-methoxy-2-(methoxycarbonyl)phenylboronic acid (1256355-40-4)

Guidance literature:

In water; acetone; at 20 ℃; for 72h;

DOI:10.1021/jacs.8b01618

Reference yield:

methyl 2-bromo-5-methoxybenzoate (35450-36-3) → 4-methoxy-2-(methoxycarbonyl)phenylboronic acid (1256355-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 80 °C / Inert atmosphere

2: water; acetone / 72 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; water; acetone;

DOI:10.1021/jacs.8b01618

Reference yield: 25.0%

4-Bromoresorcinol (6626-15-9) + 4-methoxy-2-(methoxycarbonyl)phenylboronic acid (1256355-40-4) → 3-hydroxy-8-methoxy-6H-dibenzo-[b,d]pyran-6-one (35233-17-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; at 100 ℃; for 12h; Sealed tube;

upstream raw materials:

methyl 2-bromo-5-methoxybenzoate

Downstream raw materials:

2-(but-1-en-2-yl)-5-methoxybenzoic acid

C₁₃H₁₆O₃

3-hydroxy-8-methoxy-6H-dibenzo-[b,d]pyran-6-one

3-((2-fluorobenzyl)oxy)-8-methoxy-6H-benzo[c]chromen-6-one

Refernces