[2-[[(4,5-dimethyl-3-isoxazolyl)[(2-methoxyethoxy)methyl]amino]-sulfonyl]phenyl]boronic acid

Base Information

• Chemical Name: [2-[[(4,5-dimethyl-3-isoxazolyl)[(2-methoxyethoxy)methyl]amino]-sulfonyl]phenyl]boronic acid
• CAS No.: 254746-77-5
• Molecular Formula: C₁₅H₂₁BN₂O₇S
• Molecular Weight: 384.218
• Mol file: 254746-77-5.mol

Synonyms:[2-[[(4,5-dimethyl-3-isoxazolyl)[(2-methoxyethoxy)methyl]amino]-sulfonyl]phenyl]boronic acid

Chemical Property of [2-[[(4,5-dimethyl-3-isoxazolyl)[(2-methoxyethoxy)methyl]amino]-sulfonyl]phenyl]boronic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-[[(4,5-dimethyl-3-isoxazolyl)[(2-methoxyethoxy)methyl]amino]-sulfonyl]phenyl]boronic acid

There total 5 articles about [2-[[(4,5-dimethyl-3-isoxazolyl)[(2-methoxyethoxy)methyl]amino]-sulfonyl]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:

Trimethyl borate (121-43-7,63156-11-6) + 2-Bromo-N-(4,5-dimethyl-3-isoxazolyl)-N-[(2-methoxyethoxy)methyl]-benzenesulfonamide (195447-73-5) → [2-[[(4,5-dimethyl-3-isoxazolyl)[(2-methoxyethoxy)methyl]amino]-sulfonyl]phenyl]boronic acid (254746-77-5)

Guidance literature:

2-Bromo-N-(4,5-dimethyl-3-isoxazolyl)-N-[(2-methoxyethoxy)methyl]-benzenesulfonamide; With n-butyllithium; In tetrahydrofuran; pentane; at -95 ℃; for 0.166667h;

Trimethyl borate; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 0.75h;

Reference yield:

o-bromobenzenesulfonyl chloride (2905-25-1) → [2-[[(4,5-dimethyl-3-isoxazolyl)[(2-methoxyethoxy)methyl]amino]-sulfonyl]phenyl]boronic acid (254746-77-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 84 percent / 4-(dimethylamiono)pyridine; pyridine / 6.5 h / 40 °C

2.1: NaH / dimethylformamide / 0.5 h / 20 °C

2.2: 75 percent / dimethylformamide / 1.5 h / 20 °C

3.1: n-BuLi / tetrahydrofuran; pentane / 0.17 h / -95 °C

3.2: tetrahydrofuran; pentane / -78 - 20 °C

4.1: 3 N aq. HCl / 0.5 h

With pyridine; hydrogenchloride; dmap; n-butyllithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; pentane;

DOI:10.1021/jm020289q

Reference yield:

N-(4,5-dimethyl-3-isoxazolyl)-2-bromobenzenesulfonamide (195447-72-4) → [2-[[(4,5-dimethyl-3-isoxazolyl)[(2-methoxyethoxy)methyl]amino]-sulfonyl]phenyl]boronic acid (254746-77-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.5 h / 20 °C

1.2: 75 percent / dimethylformamide / 1.5 h / 20 °C

2.1: n-BuLi / tetrahydrofuran; pentane / 0.17 h / -95 °C

2.2: tetrahydrofuran; pentane / -78 - 20 °C

3.1: 3 N aq. HCl / 0.5 h

With hydrogenchloride; n-butyllithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; pentane;

DOI:10.1021/jm020289q

upstream raw materials:

o-bromobenzenesulfonyl chloride

N-(4,5-dimethyl-3-isoxazolyl)-2-bromobenzenesulfonamide

Trimethyl borate

2-Bromo-N-(4,5-dimethyl-3-isoxazolyl)-N-[(2-methoxyethoxy)methyl]-benzenesulfonamide

Downstream raw materials:

N-(4,5-dimethyl-3-isoxazolyl)-2'-formyl-N-[(2-methoxyethoxy)methyl]-4'-(2-oxazolyl)[1,1'-biphenyl]-2-sulfonamide

4-[[[2'-[[(4,5-dimethyl-3-isoxazolyl)amino]sulfonyl]-4-(2-oxazolyl)[1,1'-biphenyl]-2-yl]methyl]amino]-2,2-dimethylbutanoic acid

Edonentan

N-(4,5-dimethyl-3-isoxazolyl)-2'-[(methylamino)methyl]-4'-(2-oxazolyl)[1,1'-biphenyl]-2-sulfonamide