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CAS No.: | 641-77-0 |
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Name: | 11BETA,17ALPHA-DIHYDROXY-4-PREGNENE-3,20-DIONE |
Article Data: | 22 |
Molecular Structure: | |
Formula: | C21H30 O4 |
Molecular Weight: | 346.467 |
Synonyms: | Pregn-4-ene-3,20-dione,11b,17-dihydroxy- (8CI);Progesterone, 11b,17-dihydroxy-(6CI); 11b,17a-Dihydroxypregn-4-ene-3,20-dione; 11b,17a-Dihydroxyprogesterone; 21-Dehydrohydrocortisone;21-Deoxycortisol; 21-Deoxyhydrocortisone; 21-Desoxycortisol; Pregn-4-ene-11b,17a-diol-3,20-dione |
Density: | 1.21g/cm3 |
Melting Point: | 225-228 °C |
Boiling Point: | 523.9°C at 760 mmHg |
Flash Point: | 284.7°C |
PSA: | 74.60000 |
LogP: | 2.80920 |
11β,17α-dihydroxy-21-iodopregn-4-ene-3,20-dione
21-deoxycortisol
Conditions | Yield |
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With 3-mercaptopropionic acid In N,N-dimethyl acetamide for 0.166667h; Ambient temperature; | 98.9% |
With pyridine; iodine; triphenylphosphine In toluene for 6h; Inert atmosphere; Reflux; | 20% |
With acetic acid; zinc |
11β,17α-dihydroxy-17-pregn-4-en-20-yn-3-one
21-deoxycortisol
Conditions | Yield |
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With mercury(II) sulfate In tetrahydrofuran; methanol at 20℃; for 1.5h; | 82% |
Conditions | Yield |
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With pyridine; iodine; triphenylphosphine In toluene for 6h; Inert atmosphere; Reflux; chemoselective reaction; | 79% |
Multi-step reaction with 2 steps 2: NaI; acetic acid View Scheme | |
Multi-step reaction with 2 steps 1: Py 2: NaI, Zn / 1,2-dimethoxy-ethane; H2O / Heating View Scheme |
11β,17α-dihydroxy-21-iodopregn-4-ene-3,20-dione
A
21-deoxycortisol
B
11β,17α-dihydroxy-21-mercapto-4-pregnene-3,20-dione
Conditions | Yield |
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With hydrogen sulfide In N,N-dimethyl-formamide at 80℃; for 0.25h; | A 61% B 29.5% |
Conditions | Yield |
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mit Hilfe von Curvularia lunata; |
4β-bromo-11β,17-dihydroxy-5β-pregnane-3,20-dione
21-deoxycortisol
Conditions | Yield |
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With hydrazine carboxamide nachfolgende Umsetzung mit Brenztraubensaeure; |
Conditions | Yield |
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With acetic acid; sodium iodide | |
With sodium iodide; zinc In 1,2-dimethoxyethane; water Heating; |
3,3-ethanediyldioxy-4β-chloro-11β,17-dihydroxy-5β-pregnan-20-one
21-deoxycortisol
Conditions | Yield |
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With sulfuric acid nachfolgende Umsetzung mit Semicarbazid und mit Brenztraubensaeure; |
Cortisol 21-tosylate
21-deoxycortisol
Conditions | Yield |
---|---|
With hydrogen sulfide; sodium iodide 1.) EtOH, DMF, reflux, 10 min, 2.) EtOH, DMF; Yield given. Multistep reaction; |
(8S,9S,10R,11S,13S,14S)-11-Hydroxy-10,13-dimethyl-1,6,7,8,9,10,11,12,13,14,15,16-dodecahydro-2H-cyclopenta[a]phenanthrene-3,17-dione
21-deoxycortisol
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 90 percent / ethylenediamine / toluene / 2 h 2: 32 percent / ethylenediamine / diethyl ether / 2 h 3: 82 percent / HgSO4 / methanol; tetrahydrofuran / 1.5 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 6 mg / ethylenediamine / toluene / 2 h 2: 82 percent / HgSO4 / methanol; tetrahydrofuran / 1.5 h / 20 °C View Scheme |