4,4-difluoro-8-(4-(3-azidopropoxy))phenyl-1,3,5,7-tetramethyl-4-bora-3a,4 a-diaza-s-indacene

Base Information

• Chemical Name: 4,4-difluoro-8-(4-(3-azidopropoxy))phenyl-1,3,5,7-tetramethyl-4-bora-3a,4 a-diaza-s-indacene
• CAS No.: 1242274-58-3
• Molecular Formula: C₂₂H₂₄BF₂N₅O
• Molecular Weight: 423.273
• Mol file: 1242274-58-3.mol

Synonyms:4,4-difluoro-8-(4-(3-azidopropoxy))phenyl-1,3,5,7-tetramethyl-4-bora-3a,4 a-diaza-s-indacene

Chemical Property of 4,4-difluoro-8-(4-(3-azidopropoxy))phenyl-1,3,5,7-tetramethyl-4-bora-3a,4 a-diaza-s-indacene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4-difluoro-8-(4-(3-azidopropoxy))phenyl-1,3,5,7-tetramethyl-4-bora-3a,4 a-diaza-s-indacene

There total 7 articles about 4,4-difluoro-8-(4-(3-azidopropoxy))phenyl-1,3,5,7-tetramethyl-4-bora-3a,4 a-diaza-s-indacene 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%

4,4-difluoro-8-(4-(3-bromopropoxy))phenyl-1,3,5,7-tetramethyl-4-bora-3a,4 a-diaza-s-indacene (1242274-57-2) → 4,4-difluoro-8-(4-(3-azidopropoxy))phenyl-1,3,5,7-tetramethyl-4-bora-3a,4 a-diaza-s-indacene (1242274-58-3)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1002/asia.200800391

Reference yield: 38.0%

4-((3-azidopropyl)oxy)benzaldehyde + 2,4-dimethyl-1H-pyrrole (625-82-1) + boron trifluoride diethyl etherate (109-63-7) → 4,4-difluoro-8-(4-(3-azidopropoxy))phenyl-1,3,5,7-tetramethyl-4-bora-3a,4 a-diaza-s-indacene (1242274-58-3)

Guidance literature:

4-((3-azidopropyl)oxy)benzaldehyde; 2,4-dimethyl-1H-pyrrole; With trifluoroacetic acid; In diethyl ether; at 20 ℃; for 16h; Inert atmosphere;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

boron trifluoride diethyl etherate; With triethylamine; In diethyl ether; dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201900984

Reference yield:

4-((3-azidopropyl)oxy)benzaldehyde + 2,4-dimethyl-1H-pyrrole (625-82-1) + boron trifluoride (7637-07-2) → 4,4-difluoro-8-(4-(3-azidopropoxy))phenyl-1,3,5,7-tetramethyl-4-bora-3a,4 a-diaza-s-indacene (1242274-58-3)

Guidance literature:

4-((3-azidopropyl)oxy)benzaldehyde; 2,4-dimethyl-1H-pyrrole; With acetic acid; In dichloromethane; at 20 ℃;

With triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 1h;

boron trifluoride; In diethyl ether; Cooling with ice;

upstream raw materials:

2,4-dimethyl-1H-pyrrole

4,4-difluoro-8-(4-(3-bromopropoxy))phenyl-1,3,5,7-tetramethyl-4-bora-3a,4 a-diaza-s-indacene

4-(3-bromopropoxy)benzaldehyde

boron trifluoride diethyl etherate

Downstream raw materials:

3-{2'-(4''-dimethylaminophenyl)ethenyl}-4,4'-difluoro-8-(4-(3-azidopropoxy))-phenyl-1,3,5,7-tetramethyl-4-bora-3 a,4 a-diaza-s-indacene