4-(((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((S)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl)oxy)-2,2-dimethyl-4-oxobutanoic acid trifluoroacetate

Base Information

• Chemical Name: 4-(((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((S)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl)oxy)-2,2-dimethyl-4-oxobutanoic acid trifluoroacetate
• CAS No.: 1443468-18-5
• Molecular Formula: C₂HF₃O₂*C₄₄H₆₆ClNO₅
• Molecular Weight: 838.489
• Mol file: 1443468-18-5.mol

Synonyms:4-(((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((S)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl)oxy)-2,2-dimethyl-4-oxobutanoic acid trifluoroacetate

Chemical Property of 4-(((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((S)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl)oxy)-2,2-dimethyl-4-oxobutanoic acid trifluoroacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((S)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl)oxy)-2,2-dimethyl-4-oxobutanoic acid trifluoroacetate

There total 17 articles about 4-(((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((S)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl)oxy)-2,2-dimethyl-4-oxobutanoic acid trifluoroacetate 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: 47.4%

4-((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((S)-2-((tert-butoxycarbonyl)(4-chlorobenzyl)amino)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl) 1-tert-butyl 2,2-dimethylsuccinate (1443467-69-3) + trifluoroacetic acid (76-05-1) → 4-(((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((S)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl)oxy)-2,2-dimethyl-4-oxobutanoic acid trifluoroacetate (1443468-18-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 2h;

Reference yield:

((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-acetoxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-3a-yl)methyl acetate (55976-58-4) → 4-(((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((S)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl)oxy)-2,2-dimethyl-4-oxobutanoic acid trifluoroacetate (1443468-18-5)

Guidance literature:

Multi-step reaction with 11 steps

1.1: potassium hydroxide; water / toluene; ethanol / 4 h / 20 °C

2.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C

3.1: triethylamine / 60 °C

4.1: sodium tetrahydroborate; methanol; nickel dichloride / 0.17 h / 0 °C

5.1: zinc(II) chloride / methanol; 1,2-dichloro-ethane / 1 h / 80 °C

5.2: 1 h / 20 °C

6.1: triethylamine / 1,2-dichloro-ethane / 0.5 h / 20 °C

7.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C

8.1: water; sodium hydroxide / methanol; tetrahydrofuran / 1 h / 20 °C

9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C

10.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 2 h / 0 - 20 °C

11.1: dichloromethane / 2 h / 20 °C

With methanol; dmap; sodium tetrahydroborate; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; pyridinium chlorochromate; potassium hydroxide; sodium hydroxide; nickel dichloride; zinc(II) chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane; toluene;

Reference yield:

(3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(hydroxymethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl acetate → 4-(((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((S)-2-((4-chlorobenzyl)amino)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl)oxy)-2,2-dimethyl-4-oxobutanoic acid trifluoroacetate (1443468-18-5)

Guidance literature:

Multi-step reaction with 10 steps

1.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C

2.1: triethylamine / 60 °C

3.1: sodium tetrahydroborate; methanol; nickel dichloride / 0.17 h / 0 °C

4.1: zinc(II) chloride / methanol; 1,2-dichloro-ethane / 1 h / 80 °C

4.2: 1 h / 20 °C

5.1: triethylamine / 1,2-dichloro-ethane / 0.5 h / 20 °C

6.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C

7.1: water; sodium hydroxide / methanol; tetrahydrofuran / 1 h / 20 °C

8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C

9.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 2 h / 0 - 20 °C

10.1: dichloromethane / 2 h / 20 °C

With methanol; dmap; sodium tetrahydroborate; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; pyridinium chlorochromate; sodium hydroxide; nickel dichloride; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane;

upstream raw materials:

((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-acetoxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-3a-yl)methyl acetate

(3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-formyl-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl acetate

(3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(1-hydroxy-2-nitroethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl acetate

(3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(2-amino-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl acetate

Refernces