Products Categories
CAS No.: | 159811-51-5 |
---|---|
Name: | Ulipristal |
Molecular Structure: | |
|
|
Formula: | C28H35 N O3 |
Molecular Weight: | 433.591 |
Synonyms: | CDB3236; Deacetyl CDB 2914; Ulipristal |
Density: | 1.20 |
Melting Point: | 183.5-184.5oC /Losartan/ |
Boiling Point: | 638.5±55.0 °C(Predicted) |
PSA: | 57.61000 |
LogP: | 4.97220 |
CDB-3236
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 20℃; for 1h; Industrial scale; | 98.2% |
3,3,20,20-bis(ethylene-dioxy)-5α-17α-dihydroxy-11β-[4-(N,N-dimethylamino)-phenyl-]-19-norpregna-9(11)-ene
CDB-3236
Conditions | Yield |
---|---|
With sulfuric acid In ethanol for 1h; Heating; | 88% |
Stage #1: 3,3,20,20-bis(ethylene-dioxy)-5α-17α-dihydroxy-11β-[4-(N,N-dimethylamino)-phenyl-]-19-norpregna-9(11)-ene With potassium hydrogensulfate; water at 5℃; for 4h; Stage #2: With potassium hydroxide; water In dichloromethane Product distribution / selectivity; | |
With hydrogenchloride; water at 25℃; for 2h; | |
With hydrogenchloride In water at 25℃; for 2h; |
CDB-3236
Conditions | Yield |
---|---|
With acetic acid In water at 25℃; for 1h; | 74% |
With hydrogenchloride In methanol at 20℃; for 0.5h; | 70% |
11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5,17α-bis[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile
methyllithium
CDB-3236
Conditions | Yield |
---|---|
Stage #1: 11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5,17α-bis[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile; methyllithium With N,N,N,N,-tetramethylethylenediamine at -50 - -35℃; for 3h; Stage #2: With water at 20℃; Stage #3: With sulfuric acid In methanol at 40℃; for 3h; | 70.7% |
11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5α-hydroxy-17α-[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile
methyllithium
CDB-3236
Conditions | Yield |
---|---|
Stage #1: 11β-[4-(N,N-dimethylamino)phenyl]-3,3-ethylenedioxy-5α-hydroxy-17α-[(trimethylsilyl)oxy]-5α-estr-9-en-17β-carbonitrile; methyllithium With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at -50 - -40℃; for 3h; Stage #2: With water In tetrahydrofuran at 20℃; Stage #3: With sulfuric acid In methanol at 40℃; for 3h; | 70% |
17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione 3,20-bis(ethylene acetal)
CDB-3236
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 54.3 percent / 30 percent H2O2; (CF3)2CO*3H2O; Na2HPO4 / CH2Cl2 / 7.5 h / 4 °C 2.1: Mg; I2; dibromoethane / tetrahydrofuran / 1.5 h 2.2: 76 percent / CuCl / tetrahydrofuran / 1 h / 20 °C 3.1: 88 percent / aq. H2SO4 / ethanol / 1 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1.1: Hexafluoroacetone; dihydrogen peroxide / dichloromethane; pyridine / -5 - 5 °C / Large scale 2.1: magnesium; copper(l) chloride / tetrahydrofuran / 3 h / 25 - 50 °C / Large scale 2.2: 2 h / 10 - 20 °C / Large scale 3.1: hydrogenchloride / 2 h / 25 °C View Scheme |
5α,10α-epoxy-17α-hydroxy-19-norpregn-9(11)-ene-3,20-dione 3,20-bis(ethylene acetal)
CDB-3236
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: Mg; I2; dibromoethane / tetrahydrofuran / 1.5 h 1.2: 76 percent / CuCl / tetrahydrofuran / 1 h / 20 °C 2.1: 88 percent / aq. H2SO4 / ethanol / 1 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1.1: magnesium; copper(l) chloride / tetrahydrofuran / 3 h / 25 - 50 °C / Large scale 1.2: 2 h / 10 - 20 °C / Large scale 2.1: hydrogenchloride / 2 h / 25 °C View Scheme |
CDB-3236
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 98 percent / DMAP; TEA / tetrahydrofuran / 20 °C 2.1: Li; di-t-butyl biphenyl / tetrahydrofuran / 2.25 h / -70 °C 2.2: HC(OEt)3; p-TsOH / CH2Cl2 / 20 °C 3.1: 54.3 percent / 30 percent H2O2; (CF3)2CO*3H2O; Na2HPO4 / CH2Cl2 / 7.5 h / 4 °C 4.1: Mg; I2; dibromoethane / tetrahydrofuran / 1.5 h 4.2: 76 percent / CuCl / tetrahydrofuran / 1 h / 20 °C 5.1: 88 percent / aq. H2SO4 / ethanol / 1 h / Heating View Scheme | |
Multi-step reaction with 6 steps 1.1: toluene-4-sulfonic acid / tetrahydrofuran / 3 h / 20 °C / Cooling; Large scale 2.1: tetrahydrofuran; diethyl ether / 8 h / 0 - 20 °C / Cooling; Large scale 3.1: trimethyl orthoformate; toluene-4-sulfonic acid / dichloromethane / 5 h / 20 - 25 °C / Large scale 4.1: Hexafluoroacetone; dihydrogen peroxide / dichloromethane; pyridine / -5 - 5 °C / Large scale 5.1: magnesium; copper(l) chloride / tetrahydrofuran / 3 h / 25 - 50 °C / Large scale 5.2: 2 h / 10 - 20 °C / Large scale 6.1: hydrogenchloride / 2 h / 25 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: toluene-4-sulfonic acid / tetrahydrofuran / 4 h / 20 °C / Cooling; Large scale 2.1: tetrahydrofuran; 2-methyltetrahydrofuran / 0 - 10 °C 3.1: trimethyl orthoformate; toluene-4-sulfonic acid / dichloromethane / 5 h / 20 - 25 °C / Large scale 4.1: Hexafluoroacetone; dihydrogen peroxide / dichloromethane; pyridine / -5 - 5 °C / Large scale 5.1: magnesium; copper(l) chloride / tetrahydrofuran / 3 h / 25 - 50 °C / Large scale 5.2: 2 h / 10 - 20 °C / Large scale 6.1: hydrogenchloride / 2 h / 25 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: toluene-4-sulfonic acid / tetrahydrofuran / 4 h / 20 °C / Cooling; Large scale 2.1: tetrahydrofuran; 2-methyltetrahydrofuran / 0 - 10 °C 3.1: trimethyl orthoformate; toluene-4-sulfonic acid / dichloromethane / 5 h / 20 - 25 °C / Large scale 4.1: Hexafluoroacetone; dihydrogen peroxide / dichloromethane; pyridine / -5 - 5 °C / Large scale 5.1: magnesium; copper(l) chloride / tetrahydrofuran / 3 h / 25 - 50 °C / Large scale 5.2: 2 h / 10 - 20 °C / Large scale 6.1: hydrogenchloride / 2 h / 25 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: toluene-4-sulfonic acid / tetrahydrofuran / 4 h / 20 °C / Cooling; Large scale 2.1: tetrahydrofuran; 2-methyltetrahydrofuran / 0 - 10 °C 3.1: trimethyl orthoformate; toluene-4-sulfonic acid / dichloromethane / 5 h / 20 - 25 °C / Large scale 4.1: Hexafluoroacetone; dihydrogen peroxide / dichloromethane; pyridine / -5 - 5 °C / Large scale 5.1: magnesium; copper(l) chloride / tetrahydrofuran / 3 h / 25 - 50 °C / Large scale 5.2: 2 h / 10 - 20 °C / Large scale 6.1: hydrogenchloride / 2 h / 25 °C View Scheme |
3,3-ethylenedioxy-17β-cyano-17α-chloromethyl(dimethyl)siloxy estren-5(10),9(11)diene
CDB-3236
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: Li; di-t-butyl biphenyl / tetrahydrofuran / 2.25 h / -70 °C 1.2: HC(OEt)3; p-TsOH / CH2Cl2 / 20 °C 2.1: 54.3 percent / 30 percent H2O2; (CF3)2CO*3H2O; Na2HPO4 / CH2Cl2 / 7.5 h / 4 °C 3.1: Mg; I2; dibromoethane / tetrahydrofuran / 1.5 h 3.2: 76 percent / CuCl / tetrahydrofuran / 1 h / 20 °C 4.1: 88 percent / aq. H2SO4 / ethanol / 1 h / Heating View Scheme |
3-(ethylenedioxy)estra-5α,10α-epoxy-17α-ethynyl-17β-hydroxy-9(11)-ene
CDB-3236
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: magnesium; iodine / tetrahydrofuran / 20 - 50 °C / Inert atmosphere 1.2: 1 h / 0 °C / Inert atmosphere 2.1: triethylamine; acetic acid / Inert atmosphere 3.1: sodium methylate / methanol 4.1: Acidic conditions View Scheme | |
Multi-step reaction with 5 steps 1.1: magnesium; iodine / tetrahydrofuran / 20 - 50 °C / Inert atmosphere 1.2: 1 h / 0 °C / Inert atmosphere 2.1: sulfuric acid / water; ethanol / 2 h / 70 °C / Inert atmosphere 3.1: triethylamine / tetrahydrofuran / 2 h / -78 - -70 °C / Inert atmosphere 4.1: sodium methylate / methanol / 1 h / 70 °C / Inert atmosphere 4.2: 2 h / 70 °C / Inert atmosphere 5.1: hydrogenchloride / methanol / 0.5 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: magnesium / tetrahydrofuran; ethylene dibromide / 3 h / 45 °C / Industrial scale 1.2: 0 °C / Industrial scale 2.1: triethylamine / dichloromethane / 0.08 h / 0 °C / Industrial scale 2.2: 2 h / -5 - 0 °C / Industrial scale 3.1: methanol / 2.5 h / 70 °C / Industrial scale 3.2: 5 h / 70 °C / Industrial scale 4.1: hydrogenchloride / methanol; water / 1 h / 20 °C / Industrial scale View Scheme |