2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Base Information

• Chemical Name: 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
• CAS No.: 269410-23-3
• Molecular Formula: C13H19 B O4
• Molecular Weight: 250.102
• Hs Code.: 2934999090
• European Community (EC) Number: 802-202-1
• DSSTox Substance ID: DTXSID50590385
• Wikidata: Q82484089
• Mol file: 269410-23-3.mol

Synonyms:269410-23-3;2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol;3-HYDROXY-4-METHOXYPHENYLBORONIC ACID, PINACOL ESTER;3-Hydroxy-4-methoxyphenylboronic acid pinacol ester;2-methoxy-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenol;PHENOL, 2-METHOXY-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-;SCHEMBL797198;DTXSID50590385;WINSAMQIAMEZIK-UHFFFAOYSA-N;MFCD09027077;RB3382;AKOS015960070;AS-3078;MB06747;CS-0089487;EN300-7384024;A877082;J-016624;Z2044761149;3-Hydroxy-4-methoxyphenylboronic acid pinacol ester, AldrichCPR;2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenol

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

Chemical Property:

• Vapor Pressure: 5.74E-06mmHg at 25°C
• Refractive Index: 1.512
• Boiling Point: 369.1°Cat760mmHg
• PKA: 10.02±0.10(Predicted)
• Flash Point: 177°C
• PSA: 47.92000
• Density: 1.11g/cm³
• LogP: 1.70000
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 250.1376392
• Heavy Atom Count: 18
• Complexity: 289

Purity/Quality:

99% ^*data from raw suppliers

3-Hydroxy-4-methoxyphenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 2 articles about 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 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: 86.0%

5-bromo-2-methoxyphenol (37942-01-1) + bis(pinacol)diborane (73183-34-3) → 2-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol (269410-23-3)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 18h;

Reference yield:

5-bromo-2-methoxyphenol (37942-01-1) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol (269410-23-3)

Guidance literature:

5-bromo-2-methoxyphenol; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; With 2,3-dimethyl-2,3-butane diol; dimethylsulfide borane complex; In 1,4-dioxane; at 20 ℃;

With triethylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 80 ℃;

at 100 ℃; for 18h;

Reference yield: 90.0%

2-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol (269410-23-3) + 3′,4′,5′-trimethoxy-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl trifluoromethanesulfonate → 2-methoxy-5-(2-(3,4,5-trimethoxyphenyl)cyclohex-1-enyl)phenol

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In water; N,N-dimethyl-formamide; at 60 ℃; for 16h;

DOI:10.1016/j.bmc.2019.07.048

upstream raw materials:

5-bromo-2-methoxyphenol

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

bis(pinacol)diborane

Downstream raw materials:

chavibetol

N-{4-[2-amino-5-(3-hydroxy-4-methoxyphenyl)pyridin-3-yl]phenyl}-5-(4-fluorophenyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydropyridine-3-carboxamide

2-methoxy-5-[2-(3,4,5-trimethoxyphenyl)cyclopent-1-en-1-yl]phenol

Refernces

• 1、 -. "EBNA1 INHIBITORS AND THEIR METHOD OF USE". Paragraph 0651-0652. . Retrieved 2015/06/03.