5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-N-(1-(18-(((4αS,7-S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-5,14,18-trioxo-3,16-dioxa-6,13-diazaoctadecan-1-oyl)piperidin-4-yl)-4-methyl-1H-pyrazole-3-carboxamide

Base Information

• Chemical Name: 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-N-(1-(18-(((4αS,7-S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-5,14,18-trioxo-3,16-dioxa-6,13-diazaoctadecan-1-oyl)piperidin-4-yl)-4-methyl-1H-pyrazole-3-carboxamide
• CAS No.: 1443990-80-4
• Molecular Formula: C₅₃H₆₃Cl₃N₈O₁₀
• Molecular Weight: 1078.49

Synonyms:5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-N-(1-(18-(((4αS,7-S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-5,14,18-trioxo-3,16-dioxa-6,13-diazaoctadecan-1-oyl)piperidin-4-yl)-4-methyl-1H-pyrazole-3-carboxamide

Chemical Property of 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-N-(1-(18-(((4αS,7-S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-5,14,18-trioxo-3,16-dioxa-6,13-diazaoctadecan-1-oyl)piperidin-4-yl)-4-methyl-1H-pyrazole-3-carboxamide

Chemical Property:

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Technology Process of 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-N-(1-(18-(((4αS,7-S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-5,14,18-trioxo-3,16-dioxa-6,13-diazaoctadecan-1-oyl)piperidin-4-yl)-4-methyl-1H-pyrazole-3-carboxamide

There total 8 articles about 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-N-(1-(18-(((4αS,7-S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-5,14,18-trioxo-3,16-dioxa-6,13-diazaoctadecan-1-oyl)piperidin-4-yl)-4-methyl-1H-pyrazole-3-carboxamide 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: 57.0%

C27H40N4O6 (898184-26-4) + 2-(2-(4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)piperidin-1-yl)-2-oxoethoxy)acetic acid (1443990-85-9) → 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-N-(1-(18-(((4αS,7-S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-5,14,18-trioxo-3,16-dioxa-6,13-diazaoctadecan-1-oyl)piperidin-4-yl)-4-methyl-1H-pyrazole-3-carboxamide (1443990-80-4)

Guidance literature:

2-(2-(4-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)piperidin-1-yl)-2-oxoethoxy)acetic acid; With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h; Inert atmosphere;

C₂₇H₄₀N₄O₆; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm4005219

Reference yield:

rimonabant acid (162758-35-2) → 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-N-(1-(18-(((4αS,7-S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-5,14,18-trioxo-3,16-dioxa-6,13-diazaoctadecan-1-oyl)piperidin-4-yl)-4-methyl-1H-pyrazole-3-carboxamide (1443990-80-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: thionyl chloride / toluene / 3 h / Reflux

2.1: triethylamine / dichloromethane / 16 h / 0 - 20 °C

3.1: trifluoroacetic acid / dichloromethane / 16 h / 20 °C

4.1: pyridine / dichloromethane / 20 °C

5.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

5.2: 0 - 20 °C / Inert atmosphere

With pyridine; thionyl chloride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm4005219

Reference yield:

5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-4-yl)-1H-pyrazole-3-carboxamide (1365037-86-0) → 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-N-(1-(18-(((4αS,7-S,7αR,12βS)-4α,9-dihydroxy-3-methyl-2,3,4,4α,5,6,7,7α-octahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)amino)-5,14,18-trioxo-3,16-dioxa-6,13-diazaoctadecan-1-oyl)piperidin-4-yl)-4-methyl-1H-pyrazole-3-carboxamide (1443990-80-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine / dichloromethane / 20 °C

2.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

With pyridine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm4005219

upstream raw materials:

rimonabant acid

C₁₅H₂₈N₂O₆

5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(piperidin-4-yl)-1H-pyrazole-3-carboxamide

C₂₇H₄₀N₄O₆

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