Technology Process of {[(4-{[(1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11.8.0.02,10.05,9.014,19]henicos-8-en-17-yl]oxy}-2,2-dimethyl-4-oxobutanoyl)oxy]methoxy}phosphonic acid
There total 23 articles about {[(4-{[(1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11.8.0.02,10.05,9.014,19]henicos-8-en-17-yl]oxy}-2,2-dimethyl-4-oxobutanoyl)oxy]methoxy}phosphonic 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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1422355-62-1
{[(4-{[(1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11.8.0.02,10.05,9.014,19]henicos-8-en-17-yl]oxy}-2,2-dimethyl-4-oxobutanoyl)oxy]methoxy}phosphonic acid
- Guidance literature:
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With
trifluoroacetic acid;
In
dichloromethane;
at 20 ℃;
for 0.5h;
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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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1422355-62-1
{[(4-{[(1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11.8.0.02,10.05,9.014,19]henicos-8-en-17-yl]oxy}-2,2-dimethyl-4-oxobutanoyl)oxy]methoxy}phosphonic acid
- Guidance literature:
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Multi-step reaction with 11 steps
1: potassium hydroxide / toluene; ethanol / 1 h / 20 °C
2: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C
3: triethylamine / 20 °C
4: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
5: acetic acid; sodium nitrite / dimethyl sulfoxide / 0 - 20 °C
6: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 0 - 20 °C
7: hydrogenchloride; water / 20 - 45 °C
8: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 1 h / 20 °C
9: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
10: potassium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C
11: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C
With
hydrogenchloride; dmap; water; potassium carbonate; Dess-Martin periodane; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; pyridinium chlorochromate; trifluoroacetic acid; potassium hydroxide; sodium nitrite;
In
ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
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226384-14-1
(3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-(hydroxymethyl)-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 acetate
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1422355-62-1
{[(4-{[(1R,2R,5R,10S,13R,14R,17S,19R)-5-({[1-(4-chlorophenyl)cyclopropyl]carbamoyl}(oxo)methyl)-1,2,14,18,18-pentamethyl-7-oxo-8-(propan-2-yl)pentacyclo[11.8.0.02,10.05,9.014,19]henicos-8-en-17-yl]oxy}-2,2-dimethyl-4-oxobutanoyl)oxy]methoxy}phosphonic acid
- Guidance literature:
-
Multi-step reaction with 10 steps
1: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C
2: triethylamine / 20 °C
3: Dess-Martin periodane / dichloromethane / 2 h / 20 °C
4: acetic acid; sodium nitrite / dimethyl sulfoxide / 0 - 20 °C
5: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 0 - 20 °C
6: hydrogenchloride; water / 20 - 45 °C
7: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 1 h / 20 °C
8: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
9: potassium carbonate / N,N-dimethyl-formamide / 4 h / 50 °C
10: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C
With
hydrogenchloride; dmap; water; potassium carbonate; Dess-Martin periodane; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; pyridinium chlorochromate; trifluoroacetic acid; sodium nitrite;
In
dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;