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

Base Information

• Chemical Name: N-(4,5-dimethyl-3-isoxazolyl)-2'-formyl-N-[(2-methoxyethoxy)methyl]-4'-(2-oxazolyl)[1,1'-biphenyl]-2-sulfonamide
• CAS No.: 195447-74-6
• Molecular Formula: C₂₅H₂₅N₃O₇S
• Molecular Weight: 511.555
• Mol file: 195447-74-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

2-[4-Bromo-3-(formyl)phenyl]oxazole (176961-43-6) + [2-[[(4,5-dimethyl-3-isoxazolyl)[(2-methoxyethoxy)methyl]amino]-sulfonyl]phenyl]boronic acid (254746-77-5) → N-(4,5-dimethyl-3-isoxazolyl)-2'-formyl-N-[(2-methoxyethoxy)methyl]-4'-(2-oxazolyl)[1,1'-biphenyl]-2-sulfonamide (195447-74-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; toluene;

DOI:10.1021/jm020289q

Reference yield:

ethanol (EtOH) + sodium carbonate (497-19-8) + 2-[4-Bromo-3-(formyl)phenyl]oxazole (176961-43-6) + [2-[[(4,5-dimethyl-3-isoxazolyl)[(2-methoxyethoxy)methyl]amino]-sulfonyl]phenyl]boronic acid (254746-77-5) → N-(4,5-dimethyl-3-isoxazolyl)-2'-formyl-N-[(2-methoxyethoxy)methyl]-4'-(2-oxazolyl)[1,1'-biphenyl]-2-sulfonamide (195447-74-6)

Guidance literature:

tetrakis(triphenylphosphine)palladium ⁽⁰⁾; In hexane; ethyl acetate; toluene;

Reference yield:

o-bromobenzenesulfonyl chloride (2905-25-1) → N-(4,5-dimethyl-3-isoxazolyl)-2'-formyl-N-[(2-methoxyethoxy)methyl]-4'-(2-oxazolyl)[1,1'-biphenyl]-2-sulfonamide (195447-74-6)

Guidance literature:

Multi-step reaction with 5 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

5.1: aq. Na₂CO₃; (Ph₃P)4Pd / toluene; ethanol

With pyridine; hydrogenchloride; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium hydride; sodium carbonate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene; pentane; 5.1: Suzuki reaction;

DOI:10.1021/jm020289q

upstream raw materials:

2-[4-Bromo-3-(formyl)phenyl]oxazole

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

o-bromobenzenesulfonyl chloride

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

Downstream raw materials:

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

Edonentan

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