C₂₇H₂₃BN₂O₄S

Base Information

• Chemical Name: C₂₇H₂₃BN₂O₄S
• CAS No.: 1604722-80-6
• Molecular Formula: C₂₇H₂₃BN₂O₄S
• Molecular Weight: 482.368
• Mol file: 1604722-80-6.mol

Synonyms:C₂₇H₂₃BN₂O₄S

Chemical Property of C₂₇H₂₃BN₂O₄S

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₇H₂₃BN₂O₄S

There total 3 articles about C₂₇H₂₃BN₂O₄S 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: 90.0%

4-methyl-8-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)dihydro-4λ4,8λ4-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborole-2,6(3H,5H)-dione (1104636-97-6) + 4-N,N-diphenylamino-1-bromobenzene (36809-26-4) → C27H23BN2O4S (1604722-80-6)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium carbonate; In acetonitrile; at 50 ℃; for 10h; chemoselective reaction; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/anie.201309546

Reference yield:

2-thiopheneboronic acid MIDA ester (1158984-92-9) → C27H23BN2O4S (1604722-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere; Schlenk technique; Sealed tube

2: potassium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / acetonitrile / 10 h / 50 °C / Inert atmosphere; Schlenk technique; Sealed tube

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; potassium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In 1,4-dioxane; acetonitrile; 2: |Suzuki-Miyaura Coupling;

DOI:10.1002/anie.201309546

Reference yield:

N-methyliminodiacetic acid (4408-64-4) → C27H23BN2O4S (1604722-80-6)

Guidance literature:

Multi-step reaction with 3 steps

1: dimethyl sulfoxide; toluene / Dean-Stark; Reflux; Inert atmosphere; Sealed tube; Schlenk technique

2: (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / 1,4-dioxane / 1 h / 80 °C / Inert atmosphere; Schlenk technique; Sealed tube

3: potassium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / acetonitrile / 10 h / 50 °C / Inert atmosphere; Schlenk technique; Sealed tube

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; potassium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In 1,4-dioxane; dimethyl sulfoxide; toluene; acetonitrile; 3: |Suzuki-Miyaura Coupling;

DOI:10.1002/anie.201309546

upstream raw materials:

4-methyl-8-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)dihydro-4λ4,8λ4-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborole-2,6(3H,5H)-dione

4-N,N-diphenylamino-1-bromobenzene

N-methyliminodiacetic acid

2-thiopheneboronic acid MIDA ester

Downstream raw materials:

C₃₂H₂₂N₂O₂S

p-(5-(p-(diphenylamino)phenyl)thiophen-2-yl)-benzaldehyde