3,3-dimethyl-5-oxo-5-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(1-methylcyclopropyl)-3a-((S)-2-(5-phenyl-1H-imidazol-2-yl)pyrrolidine-1-carbonyl)icosahydro-1H-cyclopenta[a]chrysen-9-yloxy)pentanoic acid

Base Information

• Chemical Name: 3,3-dimethyl-5-oxo-5-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(1-methylcyclopropyl)-3a-((S)-2-(5-phenyl-1H-imidazol-2-yl)pyrrolidine-1-carbonyl)icosahydro-1H-cyclopenta[a]chrysen-9-yloxy)pentanoic acid
• CAS No.: 1616704-80-3
• Molecular Formula: C₅₁H₇₃N₃O₅
• Molecular Weight: 808.158
• Mol file: 1616704-80-3.mol

Synonyms:3,3-dimethyl-5-oxo-5-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(1-methylcyclopropyl)-3a-((S)-2-(5-phenyl-1H-imidazol-2-yl)pyrrolidine-1-carbonyl)icosahydro-1H-cyclopenta[a]chrysen-9-yloxy)pentanoic acid

Chemical Property of 3,3-dimethyl-5-oxo-5-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(1-methylcyclopropyl)-3a-((S)-2-(5-phenyl-1H-imidazol-2-yl)pyrrolidine-1-carbonyl)icosahydro-1H-cyclopenta[a]chrysen-9-yloxy)pentanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,3-dimethyl-5-oxo-5-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(1-methylcyclopropyl)-3a-((S)-2-(5-phenyl-1H-imidazol-2-yl)pyrrolidine-1-carbonyl)icosahydro-1H-cyclopenta[a]chrysen-9-yloxy)pentanoic acid

There total 12 articles about 3,3-dimethyl-5-oxo-5-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(1-methylcyclopropyl)-3a-((S)-2-(5-phenyl-1H-imidazol-2-yl)pyrrolidine-1-carbonyl)icosahydro-1H-cyclopenta[a]chrysen-9-yloxy)pentanoic 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:

3,3-dimethylglutaric anhydride (4160-82-1) + ((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(1-methylcyclopropyl)icosahydro-1H-cyclopenta[a]chrysen-3a-yl)((S)-2-(5-phenyl-1H-imidazol-2-yl)pyrrolidin-1-yl)methanone (1616705-32-8) → 3,3-dimethyl-5-oxo-5-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(1-methylcyclopropyl)-3a-((S)-2-(5-phenyl-1H-imidazol-2-yl)pyrrolidine-1-carbonyl)icosahydro-1H-cyclopenta[a]chrysen-9-yloxy)pentanoic acid (1616704-80-3)

Guidance literature:

With dmap; In pyridine; for 24h; Reflux;

Reference yield:

3-O-acetylbetulinic acid (10376-50-8,38736-81-1) → 3,3-dimethyl-5-oxo-5-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(1-methylcyclopropyl)-3a-((S)-2-(5-phenyl-1H-imidazol-2-yl)pyrrolidine-1-carbonyl)icosahydro-1H-cyclopenta[a]chrysen-9-yloxy)pentanoic acid (1616704-80-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 0 - 20 °C

2.1: diethylzinc / dichloromethane / 1 h / -20 °C

2.2: 13 h / -20 - 20 °C

3.1: palladium 10% on activated carbon; hydrogen / ethyl acetate; ethanol / 12 h / 3102.97 Torr

4.1: oxalyl dichloride / dichloromethane / 3 h / 0 - 20 °C

5.1: dichloromethane / 16 h / 0 - 20 °C

6.1: methanol; potassium carbonate / 16 h / 0 - 20 °C

7.1: dmap / pyridine / 24 h / Reflux

With methanol; dmap; oxalyl dichloride; palladium 10% on activated carbon; hydrogen; diethylzinc; potassium carbonate; In pyridine; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-acetoxy-5a,5b,8,8,11a-pentamethyl-1-(1-methylcyclopropyl)icosahydro-1H-cyclopenta[a]chrysene-3a-carboxylic acid → 3,3-dimethyl-5-oxo-5-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-(1-methylcyclopropyl)-3a-((S)-2-(5-phenyl-1H-imidazol-2-yl)pyrrolidine-1-carbonyl)icosahydro-1H-cyclopenta[a]chrysen-9-yloxy)pentanoic acid (1616704-80-3)

Guidance literature:

Multi-step reaction with 4 steps

1: oxalyl dichloride / dichloromethane / 3 h / 0 - 20 °C

2: dichloromethane / 16 h / 0 - 20 °C

3: methanol; potassium carbonate / 16 h / 0 - 20 °C

4: dmap / pyridine / 24 h / Reflux

With methanol; dmap; oxalyl dichloride; potassium carbonate; In pyridine; dichloromethane;

upstream raw materials:

3-O-acetylbetulinic acid

3,3-dimethylglutaric anhydride

((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(1-methylcyclopropyl)icosahydro-1H-cyclopenta[a]chrysen-3a-yl)((S)-2-(5-phenyl-1H-imidazol-2-yl)pyrrolidin-1-yl)methanone

1-(tert-butyl) 2-(2-oxo-2-phenylethyl) (S)-pyrrolidine-1,2-dicarboxylate