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The Vilsmeier-Haack reaction of 3β-aceto...
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prasterone acetate
N,N-dimethyl-formamide
3β-acetoxy-17-chloro-16-formylandrost-5,16-diene
| Conditions | Yield |
|---|---|
|
With trichlorophosphate; In chloroform; for 5h; Reflux; Inert atmosphere;
|
82% |
|
With trichlorophosphate; In chloroform; for 5h; Cooling with ice; Reflux; Inert atmosphere;
|
78.7% |
|
With trichlorophosphate; at 80 ℃; for 5h; Inert atmosphere;
|
77% |
|
With trichlorophosphate; at 80 ℃; for 2h;
|
77.49% |
|
N,N-dimethyl-formamide; With trichlorophosphate; In chloroform; at 20 ℃; for 0.666667h; Cooling with ice;
prasterone acetate; In chloroform; for 3h; Reflux;
|
75% |
|
With trichlorophosphate; In chloroform;
|
74% |
|
With trichlorophosphate; at 55 - 65 ℃; for 3h;
|
65% |
|
With trichlorophosphate; at 65 ℃; for 3h;
|
65% |
|
With trichlorophosphate; In chloroform; for 4h; Heating;
|
62% |
|
With trichlorophosphate;
|
|
|
With trichlorophosphate; In chloroform; Reflux; Inert atmosphere;
|
|
|
With trichlorophosphate; In chloroform; at 80 ℃;
|
|
|
With trichlorophosphate; In chloroform; Inert atmosphere; Reflux;
|
|
|
With trichlorophosphate; In chloroform; for 5h; Inert atmosphere; Reflux;
|
|
|
With trichlorophosphate; In chloroform; Reflux; Inert atmosphere;
|
|
|
|
|
|
With trichlorophosphate; In chloroform; for 5h; Reflux;
|
|
|
N,N-dimethyl-formamide; With trichlorophosphate; at 0 - 20 ℃; Inert atmosphere;
prasterone acetate; In N,N-dimethyl-formamide; at 20 - 75 ℃; for 2.91667h; Inert atmosphere;
|
|
|
With trichlorophosphate; at 55 - 65 ℃; for 3h;
|
prasterone acetate
N,N-dimethyl-formamide
3β-acetoxy-17-chloro-16-formylandrost-5,16-diene
17-chlorroandrosta-5,16-dien-3β-yl acetate
| Conditions | Yield |
|---|---|
|
With trichlorophosphate; In chloroform; for 5h; Heating;
|
11.4% 77% |
|
With trichlorophosphate; In various solvent(s); Heating;
|
|
|
With trichlorophosphate; In chloroform; Heating / reflux;
|
|
|
With trichlorophosphate; In chloroform; Reflux;
|
|
|
With trichlorophosphate; In chloroform; at 85 ℃; Inert atmosphere;
|
prasterone acetate
N,N-dimethyl-formamide
4-morpholinecarboxaldehyde
dehydroepiandrosterone
3-β-acetoxy-17-(1H-benzimidazol-1-yl)-16-formyl-androsta-5,16-diene
3β-acetoxy-17-(1H-benzimidazol-1-yl)-androsta-5,16-diene
Galeterone
3β-hydroxy-17-(1H-1,2,3-triazol-1-yl)androsta-5,16-diene