((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

Base Information

• Chemical Name: ((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
• CAS No.: 1616705-32-8
• Molecular Formula: C₄₄H₆₃N₃O₂
• Molecular Weight: 666.003
• Mol file: 1616705-32-8.mol

Synonyms:((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

Chemical Property of ((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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((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

There total 11 articles about ((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 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:

(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-yl acetate (1616705-31-7) → ((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)

Guidance literature:

With methanol; potassium carbonate; at 0 - 20 ℃; for 16h;

Reference yield:

3-O-acetylbetulinic acid (10376-50-8,38736-81-1) → ((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)

Guidance literature:

Multi-step reaction with 6 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

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

Reference yield:

(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-(chlorocarbonyl)-5a,5b,8,8,11a-pentamethyl-1-(1-methylcyclopropyl)icosahydro-1H-cyclopenta[a]chrysen-9-yl acetate → ((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)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 16 h / 0 - 20 °C

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

With methanol; potassium carbonate; In dichloromethane;

upstream raw materials:

3-O-acetylbetulinic acid

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

(S)-2-(5-phenyl-1H-imidazol-2-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester

(S)-5-phenyl-2-(pyrrolidin-2-yl)-1H-imidazole

Downstream raw materials:

2,2-dimethyl-4-oxo-4-((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)butanoic 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