2-(3,4-Difluoro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

• Chemical Name: 2-(3,4-Difluoro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS No.: 754226-38-5
• Molecular Formula: C₁₃H₁₇BF₂O₃
• Molecular Weight: 270.084
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70682397
• Wikidata: Q82606774
• Mol file: 754226-38-5.mol

Synonyms:754226-38-5;2-(3,4-Difluoro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;3,4-Difluoro-5-methoxyphenylboronic acid, pinacol ester;SCHEMBL14274294;DTXSID70682397;(3,4-DIFLUORO-5-METHOXYPHENYL)BORONIC ACID PINACOL ESTER;MFCD15143617;AKOS022172811;BS-29481;CS-0175547;F50627;EN300-7268652;3,4-Difluoro-5-methoxyphenylboronic acid pinacol ester;Z2044754781

Chemical Property of 2-(3,4-Difluoro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

• PSA: 27.69000
• LogP: 2.27260
• Storage Temp.: Room temperature.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 270.1238809
• Heavy Atom Count: 19
• Complexity: 322

Purity/Quality:

98.5% ^*data from raw suppliers

3,4-Difluoro-5-methoxyphenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(3,4-Difluoro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 3 articles about 2-(3,4-Difluoro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 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: 15.0%

bis(pinacol)diborane (73183-34-3) + 5-bromo-1,2-difluoro-3-methoxy-benzene (261762-35-0) → 2-(3,4-difluoro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (754226-38-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 80 ℃;

Reference yield:

2.3-difluoroanisole (134364-69-5) + bis(pinacol)diborane (73183-34-3) → 2-(2,3-difluoro-4-methoxy-phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane + 2-(3,4-difluoro-2-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane + 2-(3,4-difluoro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (754226-38-5)

Guidance literature:

With Pt(N,N′-dicyclohexylimidazol-2-ylidene)(divinyltetramethylsiloxane); at 80 ℃; for 20h; Overall yield = 74 %Spectr.; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.5b07677

Reference yield:

→ 2-(3,4-difluoro-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (754226-38-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 80 ℃; Inert atmosphere;

upstream raw materials:

2.3-difluoroanisole

bis(pinacol)diborane

5-bromo-1,2-difluoro-3-methoxy-benzene

Refernces

• 1、 -. "DERIVATIVES OF MACROCYCLIC N-ARYL-2-AMINO-4-ARYL-PYRIMIDINE POLYETHERS AS INHIBITORS OF FTL3 AND JAK". Paragraph 0482-0485. . Retrieved 2017/10/26.