Technology Process of 4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-(N-(4-chlorobenzyl)acetamido)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-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
There total 19 articles about 4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-(N-(4-chlorobenzyl)acetamido)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-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 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:
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![4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-1-acetoxy-2-((4-chlorobenzyl)amino)ethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-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](/Databaselist/images/loading.webp)
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1443467-96-6
4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-1-acetoxy-2-((4-chlorobenzyl)amino)ethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-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
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1443461-08-2
4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-(N-(4-chlorobenzyl)acetamido)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-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
- Guidance literature:
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With
sodium carbonate;
In
methanol;
for 3h;
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55976-58-4
((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
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1443461-08-2
4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-(N-(4-chlorobenzyl)acetamido)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-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
- Guidance literature:
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Multi-step reaction with 14 steps
1.1: sodium acetate; sodium dichromate dihydrate / toluene; acetic acid; acetic anhydride / 60 °C
2.1: potassium hydroxide; water / toluene; ethanol / 1 h / 20 °C
2.2: pH 7
3.1: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C
4.1: triethylamine / 20 °C
5.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate; methanol / 0.5 h / -5 - 10 °C
6.1: magnesium sulfate; triethylamine / methanol / 2 h / 20 °C
6.2: 0.5 h
6.3: 1 h / 20 °C
7.1: pyridinium chlorochromate / dichloromethane / 20 °C
8.1: hydrogenchloride / methanol / 45 °C
9.1: triethylamine / dichloromethane / 2 h / 20 °C
10.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C
11.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 0 °C
12.1: triethylamine; dmap / dichloromethane / 20 °C
13.1: dichloromethane
14.1: sodium carbonate / methanol / 3 h
With
hydrogenchloride; methanol; dmap; sodium tetrahydroborate; sodium dichromate dihydrate; nickel(II) chloride hexahydrate; water; sodium acetate; sodium carbonate; magnesium sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; pyridinium chlorochromate; potassium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; acetic anhydride; acetic acid; toluene;
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139255-65-5
((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-acetoxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-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
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1443461-08-2
4-(((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((R)-2-(N-(4-chlorobenzyl)acetamido)-1-hydroxyethyl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-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
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: potassium hydroxide; water / toluene; ethanol / 1 h / 20 °C
1.2: pH 7
2.1: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C
3.1: triethylamine / 20 °C
4.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate; methanol / 0.5 h / -5 - 10 °C
5.1: magnesium sulfate; triethylamine / methanol / 2 h / 20 °C
5.2: 0.5 h
5.3: 1 h / 20 °C
6.1: pyridinium chlorochromate / dichloromethane / 20 °C
7.1: hydrogenchloride / methanol / 45 °C
8.1: triethylamine / dichloromethane / 2 h / 20 °C
9.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 20 °C
10.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 0 °C
11.1: triethylamine; dmap / dichloromethane / 20 °C
12.1: dichloromethane
13.1: sodium carbonate / methanol / 3 h
With
hydrogenchloride; methanol; dmap; sodium tetrahydroborate; nickel(II) chloride hexahydrate; water; sodium carbonate; magnesium sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; pyridinium chlorochromate; potassium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; toluene;
