2,8-bis(ethoxycarbonyl)-5,5-difluoro-10-(2'-(3-methoxyprop-1-yn-1-yl)-5'-methyl-2-nitro-[1,1'-biphenyl]-4-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide

Base Information

• Chemical Name: 2,8-bis(ethoxycarbonyl)-5,5-difluoro-10-(2'-(3-methoxyprop-1-yn-1-yl)-5'-methyl-2-nitro-[1,1'-biphenyl]-4-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide
• CAS No.: 1354546-95-4
• Molecular Formula: C₃₆H₃₆BF₂N₃O₇
• Molecular Weight: 671.506
• Mol file: 1354546-95-4.mol

Synonyms:2,8-bis(ethoxycarbonyl)-5,5-difluoro-10-(2'-(3-methoxyprop-1-yn-1-yl)-5'-methyl-2-nitro-[1,1'-biphenyl]-4-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide

Chemical Property of 2,8-bis(ethoxycarbonyl)-5,5-difluoro-10-(2'-(3-methoxyprop-1-yn-1-yl)-5'-methyl-2-nitro-[1,1'-biphenyl]-4-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,8-bis(ethoxycarbonyl)-5,5-difluoro-10-(2'-(3-methoxyprop-1-yn-1-yl)-5'-methyl-2-nitro-[1,1'-biphenyl]-4-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide

There total 11 articles about 2,8-bis(ethoxycarbonyl)-5,5-difluoro-10-(2'-(3-methoxyprop-1-yn-1-yl)-5'-methyl-2-nitro-[1,1'-biphenyl]-4-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide 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: 24.0%

2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester (2199-51-1) + 2’-(3-methoxyprop-1-yn-1-yl)-5’-methyl-2-nitro-[1,1’-biphenyl]-4-carbaldehyde (1354545-83-7) → 2,8-bis(ethoxycarbonyl)-5,5-difluoro-10-(2'-(3-methoxyprop-1-yn-1-yl)-5'-methyl-2-nitro-[1,1'-biphenyl]-4-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide (1354546-95-4)

Guidance literature:

2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester; 2’-(3-methoxyprop-1-yn-1-yl)-5’-methyl-2-nitro-[1,1’-biphenyl]-4-carbaldehyde; With trifluoroacetic acid; In dichloromethane; at 20 ℃; Inert atmosphere;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 0.333333h; Inert atmosphere;

With boron trifluoride diethyl etherate; triethylamine; In toluene; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1039/c1cc16128h

Reference yield:

3-(2-bromo-4-methylphenyl)prop-2-yn-1-ol (1354545-81-5) → 2,8-bis(ethoxycarbonyl)-5,5-difluoro-10-(2'-(3-methoxyprop-1-yn-1-yl)-5'-methyl-2-nitro-[1,1'-biphenyl]-4-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide (1354546-95-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

1.2: 12 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

2.2: trialkoxy borane / 16 h / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

4.2: 0.33 h / Inert atmosphere

4.3: 0.5 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium hydride; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; mineral oil;

DOI:10.1039/c1cc16128h

Reference yield:

2-bromo-1-(3-methoxyprop-1-ynyl)-4-methylbenzene (1354545-82-6) → 2,8-bis(ethoxycarbonyl)-5,5-difluoro-10-(2'-(3-methoxyprop-1-yn-1-yl)-5'-methyl-2-nitro-[1,1'-biphenyl]-4-yl)-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide (1354546-95-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

1.2: trialkoxy borane / 16 h / 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / ethanol; water; toluene / 24 h / 80 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

3.2: 0.33 h / Inert atmosphere

3.3: 0.5 h / 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; water; toluene;

DOI:10.1039/c1cc16128h

upstream raw materials:

2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester

2’-(3-methoxyprop-1-yn-1-yl)-5’-methyl-2-nitro-[1,1’-biphenyl]-4-carbaldehyde

3-(2-bromo-4-methylphenyl)prop-2-yn-1-ol

2-bromo-1-(3-methoxyprop-1-ynyl)-4-methylbenzene

Downstream raw materials:

10-(2-amino-2'-(3-methoxyprop-1-yn-1-yl)-5'-methyl-[1,1'-biphenyl]-4-yl)-2,8-bis(ethoxycarbonyl)-5,5-difluoro-1,3,7,9-tetramethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide