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CAS No.: | 640-87-9 |
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Name: | REICHSTEIN'S SUBSTANCE S 21-ACETATE |
Article Data: | 48 |
Molecular Structure: | |
Formula: | C23H32 O5 |
Molecular Weight: | 388.504 |
Synonyms: | Corticosterone,11-deoxy-17-hydroxy-, 21-acetate (6CI); Pregn-4-ene-3,20-dione,17,21-dihydroxy-, 21-acetate (8CI); 11-Deoxycortisol 21-acetate;17,21-Dihydroxypregn-4-ene-3,20-dione 21-acetate;17-Hydroxy-21-acetoxyprogesterone; 17a-Hydroxy-11-deoxycorticosterone-21-acetate;21-Acetoxy-17-hydroxypregn-4-ene-3,20-dione; 21-Acetoxy-17a-hydroxyprogesterone; 4-Pregnene-17a,21-diol-3,20-dione 21-acetate;Cortexolone 21-acetate; Cortodoxon 21-acetate; NSC 81196; Reichstein substanceS 21-acetate; Reichstein-S-acetate; Reichstein's substance S 21-acetate;Reichstein's substance S acetate |
Density: | 1.4 g/cm3 |
Melting Point: | 233-235°C |
Boiling Point: | 537.9±50.0 °C(Predicted) |
Flash Point: | 181.8oC |
PSA: | 80.67000 |
LogP: | 3.38160 |
Conditions | Yield |
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With pyridine at 20℃; for 0.5h; | 100% |
With pyridine |
Conditions | Yield |
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Stage #1: 17-hydroxyprogesterone With calcium chloride; calcium oxide In methanol; chloroform for 2h; Stage #2: acetic anhydride With potassium carbonate; acetic acid In methanol; chloroform; N,N-dimethyl-formamide at 100℃; for 1h; | 98% |
Conditions | Yield |
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Stage #1: 17-hydroxyprogesterone With pyrrolidine In ethanol at 0 - 50℃; Stage #2: potassium acetate With acetic acid; potassium iodide In ethanol; acetone at 20 - 60℃; | 98% |
Conditions | Yield |
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With triethylamine In acetone for 5h; Heating; Inert atmosphere; | 97% |
Conditions | Yield |
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With Rhizopus oryzae lipase immobilized on Lewatit 1600 resin In di-isopropyl ether at 55℃; for 48h; regioselective reaction; | 91% |
17α-hydroxy-21-chloro-4-pregnene-3,20-dione
potassium acetate
cortexolone 21-acetate
Conditions | Yield |
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In N,N-dimethyl-formamide at 80℃; for 0.5h; | 90% |
21-bromo-17α-hydroxy-4-pregnene-3,20-dione
potassium acetate
cortexolone 21-acetate
Conditions | Yield |
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In acetone at 50℃; for 1h; | 86% |
Yield given; |
Conditions | Yield |
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With <(C4Ph4COHOCC4Ph4)(μ-H)><(CO)4Ru2>; acetone at 56℃; for 24h; | A 67% B 28% |
17α,21-dihydroxy-4-pregnene-3,20-dione 17-acetate
cortexolone 21-acetate
Conditions | Yield |
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With potassium acetate In N,N-dimethyl-formamide at 105℃; for 6h; | 51% |
21-acetoxy-20-cyanopregna-4,17(20)-dien-3-one
cortexolone 21-acetate
Conditions | Yield |
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With potassium permanganate; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane Ambient temperature; | 28% |