(S,S)-2,6-dicyano-2,6-dihexylheptanedioic acid bis-{1-[(dicyclohexylsulfamoyl)methyl]-7,7-dimethylbicyclo[2.2.1]hept-2-yl} ester

Base Information

• Chemical Name: (S,S)-2,6-dicyano-2,6-dihexylheptanedioic acid bis-{1-[(dicyclohexylsulfamoyl)methyl]-7,7-dimethylbicyclo[2.2.1]hept-2-yl} ester
• CAS No.: 873298-79-4
• Molecular Formula: C₆₅H₁₀₈N₄O₈S₂
• Molecular Weight: 1137.73

Synonyms:(S,S)-2,6-dicyano-2,6-dihexylheptanedioic acid bis-{1-[(dicyclohexylsulfamoyl)methyl]-7,7-dimethylbicyclo[2.2.1]hept-2-yl} ester

Chemical Property of (S,S)-2,6-dicyano-2,6-dihexylheptanedioic acid bis-{1-[(dicyclohexylsulfamoyl)methyl]-7,7-dimethylbicyclo[2.2.1]hept-2-yl} ester

Chemical Property:

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Technology Process of (S,S)-2,6-dicyano-2,6-dihexylheptanedioic acid bis-{1-[(dicyclohexylsulfamoyl)methyl]-7,7-dimethylbicyclo[2.2.1]hept-2-yl} ester

There total 3 articles about (S,S)-2,6-dicyano-2,6-dihexylheptanedioic acid bis-{1-[(dicyclohexylsulfamoyl)methyl]-7,7-dimethylbicyclo[2.2.1]hept-2-yl} ester 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: 38.0%

2-cyanooctanoic acid 1-[(dicyclohexylsulfamoyl)methyl]-7,7-dimethylbicyclo[2.2.1]hept-2-yl ester + 1,3-Diiodopropane (627-31-6) → (S,S)-2,6-dicyano-2,6-dihexylheptanedioic acid bis-{1-[(dicyclohexylsulfamoyl)methyl]-7,7-dimethylbicyclo[2.2.1]hept-2-yl} ester (873298-79-4)

Guidance literature:

2-cyanooctanoic acid 1-[(dicyclohexylsulfamoyl)methyl]-7,7-dimethylbicyclo[2.2.1]hept-2-yl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

1,3-Diiodopropane; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; at 25 ℃; for 48h;

DOI:10.1002/anie.200502539

Reference yield:

2-cyano-octanoyl chloride → (S,S)-2,6-dicyano-2,6-dihexylheptanedioic acid bis-{1-[(dicyclohexylsulfamoyl)methyl]-7,7-dimethylbicyclo[2.2.1]hept-2-yl} ester (873298-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 10.1 percent / AgCN / toluene / 20 h / 60 °C

2.1: lithium diisopropylamide / tetrahydrofuran / 1 h / -78 °C

2.2: 38 percent / hexamethylphosphoramide / tetrahydrofuran / 48 h / 25 °C

With silver cyanide; lithium diisopropyl amide; In tetrahydrofuran; toluene;

DOI:10.1002/anie.200502539

Reference yield:

2-cyanooctanoic acid → (S,S)-2,6-dicyano-2,6-dihexylheptanedioic acid bis-{1-[(dicyclohexylsulfamoyl)methyl]-7,7-dimethylbicyclo[2.2.1]hept-2-yl} ester (873298-79-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: PCl₅ / diethyl ether / 3 h / 25 °C

2.1: 10.1 percent / AgCN / toluene / 20 h / 60 °C

3.1: lithium diisopropylamide / tetrahydrofuran / 1 h / -78 °C

3.2: 38 percent / hexamethylphosphoramide / tetrahydrofuran / 48 h / 25 °C

With silver cyanide; phosphorus pentachloride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; toluene;

DOI:10.1002/anie.200502539

upstream raw materials:

1,3-Diiodopropane

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