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

Base Information

• Chemical Name: 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
• CAS No.: 1354546-93-2
• Molecular Formula: C₃₆H₃₈BF₂N₃O₅
• Molecular Weight: 641.523
• Mol file: 1354546-93-2.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 11 articles about 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 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: 75.0%

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) → 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 (1354546-93-2)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In tetrahydrofuran; ethanol; water; for 6h;

DOI:10.1039/c1cc16128h

Reference yield:

3-(2-bromo-4-methylphenyl)prop-2-yn-1-ol (1354545-81-5) → 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 (1354546-93-2)

Guidance literature:

Multi-step reaction with 5 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

5.1: hydrogenchloride; tin(ll) chloride / tetrahydrofuran; ethanol; water / 6 h

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium hydride; potassium carbonate; trifluoroacetic acid; tin(ll) chloride; 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) → 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 (1354546-93-2)

Guidance literature:

Multi-step reaction with 4 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

4.1: hydrogenchloride; tin(ll) chloride / tetrahydrofuran; ethanol; water / 6 h

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

DOI:10.1039/c1cc16128h

upstream raw materials:

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

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

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

C₁₁H₁₃BO₃