4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide

Base Information

• Chemical Name: 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide
• CAS No.: 109674-45-5
• Molecular Formula: C₁₁H₁₂BNO₄
• Molecular Weight: 233.032
• Mol file: 109674-45-5.mol

Synonyms:4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide

Chemical Property of 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide

There total 10 articles about 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide 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%

N-methyliminodiacetic acid (4408-64-4) + potassium phenyltrifluoborate → 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide (109674-45-5)

Guidance literature:

With chloro-trimethyl-silane; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.joc.5b00182

Reference yield: 81.0%

bromobenzene (108-86-1,52753-63-6) + Triisopropyl borate (5419-55-6) + N-methyliminodiacetic acid (4408-64-4) → 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide (109674-45-5)

Guidance literature:

bromobenzene; Triisopropyl borate; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃; for 0.75h;

N-methyliminodiacetic acid; In tetrahydrofuran; dimethyl sulfoxide; for 3h; Heating / reflux;

Reference yield: 20.0%

(N->B)-phenyl[iminodiacetate-O,O',N]borane (109674-44-4) + methyl iodide (74-88-4) → 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide (109674-45-5)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; hexane; stirring (-80°C, 1 h); warming to room temp., solvent removal (vac.), extn. (acetone), filtn., solvent removal (vac.), crystn. (CH2Cl2-hexane);

DOI:10.1016/0277-5387(96)00109-X

upstream raw materials:

(N->B)-phenyl[iminodiacetate-O,O',N]borane

methyl iodide

bromobenzene

Triisopropyl borate

Downstream raw materials:

5-bromo-2-phenylbenzo[b]furan

2,3-diphenylbenzo[b]thiophene

5-methyl-3-phenylbenzo[b]thiophene

5-chloro-3-phenylbenzo[b]thiophene

Refernces

• 1、 ?ubiňák, Marek,Eigner, Václav,Tobrman, Tomá?. "Bench-Stable Sulfoxide-Based Boronates: Preparation and Application in a Tandem Suzuki Reaction". . p. 4604 - 4614. Retrieved 2018/10/31.
• 2、 -. "PROCESS FOR THE BORYLATION OF ARENES AND HETEROARYLS". Page/Page column 72-73. . Retrieved 2012/03/26.