di-tert-butyl (5-(2-(4-(N-benzyl-N-(pyrimidin-2-yl)sulfamoyl)-2,5-difluorophenoxy)-5-chlorophenyl)benzo[d]isoxazol-3-yl)imidodicarbonate

Base Information

• Chemical Name: di-tert-butyl (5-(2-(4-(N-benzyl-N-(pyrimidin-2-yl)sulfamoyl)-2,5-difluorophenoxy)-5-chlorophenyl)benzo[d]isoxazol-3-yl)imidodicarbonate
• CAS No.: 1432913-82-0
• Molecular Formula: C₄₀H₃₆ClF₂N₅O₈S
• Molecular Weight: 820.27
• Mol file: 1432913-82-0.mol

Synonyms:di-tert-butyl (5-(2-(4-(N-benzyl-N-(pyrimidin-2-yl)sulfamoyl)-2,5-difluorophenoxy)-5-chlorophenyl)benzo[d]isoxazol-3-yl)imidodicarbonate

Chemical Property of di-tert-butyl (5-(2-(4-(N-benzyl-N-(pyrimidin-2-yl)sulfamoyl)-2,5-difluorophenoxy)-5-chlorophenyl)benzo[d]isoxazol-3-yl)imidodicarbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of di-tert-butyl (5-(2-(4-(N-benzyl-N-(pyrimidin-2-yl)sulfamoyl)-2,5-difluorophenoxy)-5-chlorophenyl)benzo[d]isoxazol-3-yl)imidodicarbonate

There total 6 articles about di-tert-butyl (5-(2-(4-(N-benzyl-N-(pyrimidin-2-yl)sulfamoyl)-2,5-difluorophenoxy)-5-chlorophenyl)benzo[d]isoxazol-3-yl)imidodicarbonate 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: 64.0%

di-tert-butyl [5-(5-chloro-2-hydroxyphenyl)-1,2-benzoxazol-3-yl]imidodicarbonate (1432912-65-6) + N-benzyl-2,4,5-trifluoro-N-(pyrimidin-2-yl)benzenesulfonamide → di-tert-butyl (5-(2-(4-(N-benzyl-N-(pyrimidin-2-yl)sulfamoyl)-2,5-difluorophenoxy)-5-chlorophenyl)benzo[d]isoxazol-3-yl)imidodicarbonate (1432913-82-0)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 20 ℃; for 5h;

DOI:10.1021/acsmedchemlett.5b00447

Reference yield:

5-Bromo-2-fluoro-benzonitrile (179897-89-3) → di-tert-butyl (5-(2-(4-(N-benzyl-N-(pyrimidin-2-yl)sulfamoyl)-2,5-difluorophenoxy)-5-chlorophenyl)benzo[d]isoxazol-3-yl)imidodicarbonate (1432913-82-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetylhydroxamic acid; potassium tert-butylate / N,N-dimethyl-formamide

1.2: Reflux

2.1: dmap / tetrahydrofuran / 18 h / 20 °C

3.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 5 h / Reflux

4.1: potassium carbonate / dimethyl sulfoxide / 5 h / 20 °C

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetylhydroxamic acid; potassium tert-butylate; sodium carbonate; potassium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 3.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/acsmedchemlett.5b00447

Reference yield:

5-bromobenzo[d]isoxazol-3-amine (455280-00-9) → di-tert-butyl (5-(2-(4-(N-benzyl-N-(pyrimidin-2-yl)sulfamoyl)-2,5-difluorophenoxy)-5-chlorophenyl)benzo[d]isoxazol-3-yl)imidodicarbonate (1432913-82-0)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap / tetrahydrofuran / 18 h / 20 °C

2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 5 h / Reflux

3: potassium carbonate / dimethyl sulfoxide / 5 h / 20 °C

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; potassium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water; dimethyl sulfoxide; 2: |Suzuki-Miyaura Coupling;

DOI:10.1021/acsmedchemlett.5b00447

upstream raw materials:

5-Bromo-2-fluoro-benzonitrile

5-bromobenzo[d]isoxazol-3-amine

di-tert-butyl (5-bromo-1,2-benzoxazol-3-yl)imido-dicarbonate

di-tert-butyl [5-(5-chloro-2-hydroxyphenyl)-1,2-benzoxazol-3-yl]imidodicarbonate

Downstream raw materials:

4-(2-(3-aminobenzo[d]isoxazol-5-yl)-4-chlorophenoxy)-2,5-difluoro-N-(pyrimidin-2-yl)benzenesulfonamide