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Basic Information
CAS No.: 126784-99-4
Name: Ulipristal Acetate
Molecular Structure:
Molecular Structure of 126784-99-4 (Ulipristal Acetate)
Formula: C30H37NO4
Molecular Weight: 475.628
Synonyms: 17a-Acetoxy-11b-(4-dimethylaminophenyl)-19-norpregna-4,9-dien-3,20-dione;17a-Acetoxy-11b-[4-N,N-dimethylaminophenyl]-19-norpregna-4,9-diene-3,20-dione;CBD(VA) 2914;CDB 2914;HRP 2000;RTI 3021-012;RU 44675;Ulipristal acetate;VA 2914;Ellaone;
EINECS: 682-170-1
Density: 1.19 g/cm3
Melting Point: 183-185 °C
Boiling Point: 640.1 °C at 760mmHg
Flash Point: 340.9 °C
PSA: 63.68000
LogP: 5.54300
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Synthetic route

CDB-2914 isopropanol hemisolvate

126784-99-4

ulipristal acetate

Conditions
ConditionsYield
In methanol at 65℃; Temperature;94%
108-24-7

acetic anhydride

159811-51-5

CDB-3236

126784-99-4

ulipristal acetate

Conditions
ConditionsYield
Stage #1: acetic anhydride With perchloric acid at -10℃; Inert atmosphere;
Stage #2: CDB-3236 In dichloromethane at -30 - -20℃; for 2h; Inert atmosphere;		93.4%
Stage #1: acetic anhydride; CDB-3236 With perchloric acid In dichloromethane at -10℃; for 3h; Industrial scale;
Stage #2: With pyrographite In isopropyl alcohol for 0.5h; Industrial scale;		90.9%
With perchloric acid In dichloromethane at -25 - -20℃; for 0.833333h;85%
730962-28-4

3,3-ethylenedioxy-5α-hydroxy-17α-acetoxy-11β-4-(N,,N-dimethylaminophenyl)-19-norpregna-9-en-20-one

126784-99-4

ulipristal acetate

Conditions
ConditionsYield
With water; iodine; acetic acid; ethylene dibromide In tetrahydrofuran for 2.5h; Heating / reflux;82%
96-63-9

trifluoroacetic anhydride

159811-51-5

CDB-3236

126784-99-4

ulipristal acetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 0℃; for 0.333333h;68%
54201-84-2

17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione 3,20-bis(ethylene acetal)

126784-99-4

ulipristal acetate

Conditions
ConditionsYield
Multi-step reaction with 4 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
4.1: 68 percent / p-TsOH / CH2Cl2 / 0.33 h / 0 °C
View Scheme
Multi-step reaction with 4 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
4.1: acetic acid; perchloric acid / -10 - 10 °C
View Scheme
Multi-step reaction with 4 steps
1.1: pyridine; dihydrogen peroxide / dichloromethane / 0 - 5 °C
2.1: iodine; copper(l) chloride; magnesium / tetrahydrofuran / 0 - 40 °C
2.2: 5 - 10 °C
3.1: potassium hydrogensulfate / 0 - 20 °C
4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 0 - 5 °C
View Scheme
54201-83-1

5α,10α-epoxy-17α-hydroxy-19-norpregn-9(11)-ene-3,20-dione 3,20-bis(ethylene acetal)

126784-99-4

ulipristal acetate

Conditions
ConditionsYield
Multi-step reaction with 3 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
3.1: 68 percent / p-TsOH / CH2Cl2 / 0.33 h / 0 °C
View Scheme
Multi-step reaction with 3 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
3.1: acetic acid; perchloric acid / -10 - 10 °C
View Scheme

11β-(4-N,N-dimethylaminophenyl)-17α-hydroxy-20-methoxy-19-norpregna-4,9,20-triene-3-one

126784-99-4

ulipristal acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride / methanol / 0.5 h / 20 °C
2.1: perchloric acid / -10 °C / Inert atmosphere
2.2: 2 h / -30 - -20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: acetic acid / water / 1 h / 25 °C
2: perchloric acid / 0.5 h / -20 - 5 °C
View Scheme
786698-67-7

3-(ethylenedioxy)estra-5,10-epoxy-9(11)-ene-17-one

126784-99-4

ulipristal acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
2.1: magnesium; iodine / tetrahydrofuran / 20 - 50 °C / Inert atmosphere
2.2: 1 h / 0 °C / Inert atmosphere
3.1: triethylamine; acetic acid / Inert atmosphere
4.1: sodium methylate / methanol
5.1: Acidic conditions
6.1: perchloric acid / -10 °C / Inert atmosphere
6.2: 2 h / -30 - -20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 7 steps
1.1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
2.1: magnesium; iodine / tetrahydrofuran / 20 - 50 °C / Inert atmosphere
2.2: 1 h / 0 °C / Inert atmosphere
3.1: sulfuric acid / water; ethanol / 2 h / 70 °C / Inert atmosphere
4.1: triethylamine / tetrahydrofuran / 2 h / -78 - -70 °C / Inert atmosphere
5.1: sodium methylate / methanol / 1 h / 70 °C / Inert atmosphere
5.2: 2 h / 70 °C / Inert atmosphere
6.1: hydrogenchloride / methanol / 0.5 h / 20 °C
7.1: perchloric acid / -10 °C / Inert atmosphere
7.2: 2 h / -30 - -20 °C / Inert atmosphere
View Scheme
5490-76-6

(8S,13S,14S,17R)-17-ethynyl-13-methyl-1,2,4,6,7,8,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2’-[1,3]dioxolan]-17-ol

126784-99-4

ulipristal acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: Hexafluoroacetone; dihydrogen peroxide; sodium phosphate dibasic dodecahydrate / water; dichloromethane / Inert atmosphere
2.1: magnesium; iodine / tetrahydrofuran / 20 - 50 °C / Inert atmosphere
2.2: 1 h / 0 °C / Inert atmosphere
3.1: triethylamine; acetic acid / Inert atmosphere
4.1: sodium methylate / methanol
5.1: Acidic conditions
6.1: perchloric acid / -10 °C / Inert atmosphere
6.2: 2 h / -30 - -20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 7 steps
1.1: Hexafluoroacetone; dihydrogen peroxide; sodium phosphate dibasic dodecahydrate / water; dichloromethane / Inert atmosphere
2.1: magnesium; iodine / tetrahydrofuran / 20 - 50 °C / Inert atmosphere
2.2: 1 h / 0 °C / Inert atmosphere
3.1: sulfuric acid / water; ethanol / 2 h / 70 °C / Inert atmosphere
4.1: triethylamine / tetrahydrofuran / 2 h / -78 - -70 °C / Inert atmosphere
5.1: sodium methylate / methanol / 1 h / 70 °C / Inert atmosphere
5.2: 2 h / 70 °C / Inert atmosphere
6.1: hydrogenchloride / methanol / 0.5 h / 20 °C
7.1: perchloric acid / -10 °C / Inert atmosphere
7.2: 2 h / -30 - -20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 6 steps
1.1: disodium hydrogenphosphate; dihydrogen peroxide / dichloromethane / 18 h / 20 °C / Industrial scale
2.1: magnesium / tetrahydrofuran; ethylene dibromide / 3 h / 45 °C / Industrial scale
2.2: 0 °C / Industrial scale
3.1: triethylamine / dichloromethane / 0.08 h / 0 °C / Industrial scale
3.2: 2 h / -5 - 0 °C / Industrial scale
4.1: methanol / 2.5 h / 70 °C / Industrial scale
4.2: 5 h / 70 °C / Industrial scale
5.1: hydrogenchloride / methanol; water / 1 h / 20 °C / Industrial scale
6.1: perchloric acid / dichloromethane / 3 h / -10 °C / Industrial scale
6.2: 0.5 h / Industrial scale
View Scheme

C36H43NO4S

126784-99-4

ulipristal acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium methylate / methanol
2.1: Acidic conditions
3.1: perchloric acid / -10 °C / Inert atmosphere
3.2: 2 h / -30 - -20 °C / Inert atmosphere
View Scheme
Raw Materials
54201-83-1
54201-84-2
126690-41-3
159811-51-5
586-77-6
5571-36-8
108-24-7
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    126784-99-4 discount high purity Ulipristal Acetate factory GradeMedicine Grade HS Code29339900 Physical FormPowder Molecular FormulaC30H37NO4 CAS No126784-99-4 Melting Point183-188 dec Shelf Life2 Years Molecular Weight475.62 Grams (g)

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    Name:UlipristalAcetate The alias：HRP2000;(11b)-17-(Acetyloxy)-11-[4-(dimethylamiChemicalbookno)phenyl]-19-norpregna-4,9-diene-3,20-dione;CBD2914; CAS NO:126784-99-4 EINECS NO:682-170-1 Molecular formula：C30H37NO4 Molecular weight:475.62 Pro

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Chemistry

IUPAC Name: [(8S,11R,13S,14S,17R)-17-acetyl-11-(4-dimethylaminophenyl)-13-methyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] acetate 
Following is the structure of 19-Norpregna-4,9-diene-3,20-dione,17-(acetyloxy)-11-[4-(dimethylamino)phenyl]-, (11b)- (CAS NO.1126784-99-4):
                          
Empirical Formula: C30H37NO4
Molecular Weight: 475.6191 
Index of Refraction: 1.593
Molar Refractivity: 134.76 cm3
Molar Volume: 397.1 cm3
Density: 1.19 g/cm3
Flash Point: 340.9 °C
Melting point: 183-185 °C
Polarizability: 53.42 10-24cm3
Surface Tension: 50.3 dyne/cm
Enthalpy of Vaporization: 94.52 kJ/mol
Boiling Point: 640.1 °C at 760 mmHg
Vapour Pressure of 19-Norpregna-4,9-diene-3,20-dione,17-(acetyloxy)-11-[4-(dimethylamino)phenyl]-, (11b)- (CAS NO.1126784-99-4): 2.77E-16 mmHg at 25 °C
Canonical SMILES: CC(=O)C1(CCC2C1(CC(C3=C4CCC(=O)C=C4CCC23)C5=CC=C(C=C5)N(C)C)C)OC(=O)C
Isomeric SMILES: CC(=O)[C@]1(CC[C@@H]2[C@@]1(C[C@@H](C3=C4CCC(=O)C=C4CC[C@@H]23)C5=CC=C
(C=C5)N(C)C)C)OC(=O)C
InChI: InChI=1S/C30H37NO4/c1-18(32)30(35-19(2)33)15-14-27-25-12-8-21-16-23(34)
11-13-24(21)28(25)26(17-29(27,30)3)20-6-9-22(10-7-20)31(4)5/h6-7,9-10,
16,25-27H,8,11-15,17H2,1-5H3/t25-,26+,27-,29-,30-/m0/s1
InChIKey: OOLLAFOLCSJHRE-ZHAKMVSLSA-N

Specification

 19-Norpregna-4,9-diene-3,20-dione,17-(acetyloxy)-11-[4-(dimethylamino)phenyl]-, (11b)- , its cas register number 126784-99-4. It also can be called Ulipristal ; CBD 2914 ; VA 2914 ; (11b)-17-(Acetyloxy)-11-[4-(dimethylamino)phenyl]-19-norpregna-4,9-diene-3,20-dione ; 17-Acetoxy-11-(4-N,N-dimethylaminophenyl)pregna-4,9-diene-3,20-dione ; and Ellaone .