2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-5'-cyano-6,2'-dihydroxy-biphenyl-3-yl]-succinic acid

Base Information

• Chemical Name: 2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-5'-cyano-6,2'-dihydroxy-biphenyl-3-yl]-succinic acid
• CAS No.: 488713-52-6
• Molecular Formula: C₂₅H₁₉N₅O₆
• Molecular Weight: 485.456

Synonyms:2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-5'-cyano-6,2'-dihydroxy-biphenyl-3-yl]-succinic acid

Chemical Property of 2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-5'-cyano-6,2'-dihydroxy-biphenyl-3-yl]-succinic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of 2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-5'-cyano-6,2'-dihydroxy-biphenyl-3-yl]-succinic acid

There total 16 articles about 2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-5'-cyano-6,2'-dihydroxy-biphenyl-3-yl]-succinic acid 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:

(E)-2-(4-Methoxy-phenyl)-but-2-enedioic acid dimethyl ester → 2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-5'-cyano-6,2'-dihydroxy-biphenyl-3-yl]-succinic acid (488713-52-6)

Guidance literature:

Multi-step reaction with 11 steps

1: Pd(OH)2; H₂ / methanol

2: HBr / Heating

3: SOCl₂

4: MgCl₂; TEA / acetonitrile

5: N-bromosuccinimide / dimethylformamide

6: DIPEA / CH₂Cl₂

7: KOAc; dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) / dioxane

8: Pd(PPh₃)4; Na₂CO₃ / toluene

9: O₂ / ethanol

10: HCl / dioxane

11: aq. HCl / Heating

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium dihydroxide; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; TEA; hydrogen bromide; hydrogen; oxygen; potassium acetate; sodium carbonate; N-ethyl-N,N-diisopropylamine; magnesium chloride; In 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 8: Suzuki reaction;

DOI:10.1016/j.bmcl.2005.12.059

Reference yield:

2-(3-formyl-4-hydroxy-phenyl)-succinic acid dimethyl ester (488713-20-8) → 2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-5'-cyano-6,2'-dihydroxy-biphenyl-3-yl]-succinic acid (488713-52-6)

Guidance literature:

Multi-step reaction with 7 steps

1: N-bromosuccinimide / dimethylformamide

2: DIPEA / CH₂Cl₂

3: KOAc; dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) / dioxane

4: Pd(PPh₃)4; Na₂CO₃ / toluene

5: O₂ / ethanol

6: HCl / dioxane

7: aq. HCl / Heating

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxygen; potassium acetate; sodium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 4: Suzuki reaction;

DOI:10.1016/j.bmcl.2005.12.059

Reference yield:

2-(3-bromo-5-formyl-4-hydroxy-phenyl)-succinic acid dimethyl ester (488713-18-4) → 2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-5'-cyano-6,2'-dihydroxy-biphenyl-3-yl]-succinic acid (488713-52-6)

Guidance literature:

Multi-step reaction with 6 steps

1: DIPEA / CH₂Cl₂

2: KOAc; dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) / dioxane

3: Pd(PPh₃)4; Na₂CO₃ / toluene

4: O₂ / ethanol

5: HCl / dioxane

6: aq. HCl / Heating

With hydrogenchloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxygen; potassium acetate; sodium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; ethanol; dichloromethane; toluene; 3: Suzuki reaction;

DOI:10.1016/j.bmcl.2005.12.059

upstream raw materials:

2-(3-formyl-4-hydroxy-phenyl)-succinic acid dimethyl ester

2-(3-bromo-5-formyl-4-hydroxy-phenyl)-succinic acid dimethyl ester

2-[3-bromo-5-formyl-4-(2-methoxy-ethoxymethoxy)-phenyl]-succinic acid dimethyl ester

2-[3-formyl-4-(2-methoxy-ethoxymethoxy)-5-(4,4,5,5-tetramethyl-[1,3,2]dioxa-borolan-2-yl)-phenyl]-succinic acid dimethyl ester

Downstream raw materials:

2-[5'-aminomethyl-5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-6,2'-dihydroxy-biphenyl-3-yl]-succinic acid

2-[5-(5-carbamimidoyl-1H-benzoimidazol-2-yl)-6,2'-dihydroxy-5'-hydroxymethyl-biphenyl-3-yl]-succinic acid

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