3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole

Base Information

• Chemical Name: 3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole
• CAS No.: 832114-00-8
• Molecular Formula: C11H18BNO3
• Molecular Weight: 223.08
• Hs Code.: 29349990
• European Community (EC) Number: 675-095-0
• DSSTox Substance ID: DTXSID80374433
• Nikkaji Number: J2.942.169B
• Wikidata: Q72470766
• Mol file: 832114-00-8.mol

Synonyms:832114-00-8;3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole;3,5-Dimethylisoxazole-4-boronic acid pinacol ester;3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)isoxazole;3,5-Dimethylisoxazole-4-boronic acid, pinacol ester;3,5-dimethyl-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-oxazole;3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-oxazole;MFCD05863910;(3,5-DIMETHYLISOXAZOL-4-YL)BORONIC ACID PINACOL ESTER;SCHEMBL174783;C11H18BNO3;DTXSID80374433;CVLHETBAROWASE-UHFFFAOYSA-N;CS-D1108;BBL102968;STL556777;AKOS015907286;PB15817;SB10007;AC-24012;DS-13702;SY031776;AM20100803;D3772;FT-0644886;EN300-155894;3,5-dimethylisoxazole-4-boronic acid pinacolester;3,5-Dimethyl-4-isoxazoleboronic Acid Pinacol Ester;J-511358;Z1695772846;3,5-Dimethylisoxazole-4-boronic acid pinacol ester, 97%;(3,5-Dimethyl-4-isoxazolyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-(3,5-Dimethylisoxazole-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;3,5-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-isoxazole;3,5-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)isoxazole;3,5-dimethyl-4-(4,4,5,5-tetramethyl-1, 3, 2-dioxaborolan-2-yl)isoxazole;3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-isoxazole;3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl) isoxazole;3-hydroxy-2,3-dimethylbutan-2-yl hydrogen 3,5-dimethylisoxazol-4-ylboronate

Chemical Property of 3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole

Chemical Property:

• Vapor Pressure: 0.000456mmHg at 25°C
• Melting Point: 95-99 °C
• Refractive Index: 1.467
• Boiling Point: 324.7 °C at 760 mmHg
• PKA: -1.50±0.28(Predicted)
• Flash Point: 150.2 °C
• PSA: 44.49000
• Density: 1.05 g/cm³
• LogP: 1.59060
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 223.1379736
• Heavy Atom Count: 16
• Complexity: 266

Purity/Quality:

99% ^*data from raw suppliers

3,5-Dimethylisoxazole-4-boronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(ON=C2C)C
• Uses: 3,5-Dimethylisoxazole-4-boronic acid, pinacol ester

Technology Process of 3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole

There total 1 articles about 3,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole 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: 51.0%

4-bromo-3,5-dimethyl-1,2-oxazole (10558-25-5) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → 3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole (832114-00-8) + 3,5-dimethyl-4-dimethylphenylsilylisoxazole (387353-84-6)

Guidance literature:

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; With potassium methanolate; In 1,2-dimethoxyethane; at 30 ℃; for 0.166667h;

4-bromo-3,5-dimethyl-1,2-oxazole; In 1,2-dimethoxyethane; at 30 ℃; for 1h; Overall yield = 57 %;

DOI:10.1039/c5sc00384a

Reference yield: 100.0%

3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole (832114-00-8) + 4-Bromo-2-nitroaniline (875-51-4) → 4-(3,5-dimethylisoxazol-4-yl)-2-nitroaniline

Guidance literature:

With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; caesium carbonate; In 1,2-dimethoxyethane; water; for 0.5h;

DOI:10.1016/j.bmc.2018.11.020

Reference yield: 99.0%

3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoxazole (832114-00-8) + ethyl (S)-6-bromo-4-(3-phenylmorpholino)quinazoline-2-carboxylate → ethyl (S)-6-(3,5-dimethylisoxazol-4-yl)-4-(3-phenylmorpholino)quinazoline-2-carboxylate

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In 1,4-dioxane; water; at 90 ℃; for 1.5h; Inert atmosphere;

upstream raw materials:

4-bromo-3,5-dimethyl-1,2-oxazole

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane

Downstream raw materials:

C₁₄H₁₅NO₃

N-(2,4-difluorophenyl)-5-(3,5-dimethylisoxazol-4-yl)pyrido[3,2-d]pyridazin-2-amine

4-(3,5-dimethylisoxazol-4-yl)benzamide

4-mesityl-3,5-dimethylisoxazole

Refernces