Product Name

  • Name

    Gestadienol

  • EINECS
  • CAS No. 14340-01-3
  • Article Data7
  • CAS DataBase
  • Density 1.20
  • Solubility
  • Melting Point 203-205℃
  • Formula C20H26
  • Boiling Point 515.5±50.0 °C(Predicted)
  • Molecular Weight 314.425
  • Flash Point
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 14340-01-3 (Gestadienol)
  • Hazard Symbols
  • Synonyms Gestadienol;19-Norpregna-4,9-diene-3,20-dione, 17-hydroxy-;
  • PSA 54.37000
  • LogP 3.51250

Synthetic route

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

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

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
With water; trifluoroacetic acid In tetrahydrofuran at 20℃; for 2h;77%
C25H35NO4

C25H35NO4

methyllithium
917-54-4

methyllithium

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Stage #1: C25H35NO4; methyllithium In diethyl ether at 0 - 10℃; for 4h; Cooling with ice;
Stage #2: With hydrogenchloride; water In acetone at 25℃; for 8h; Solvent;		72%
17α-[(±)1-(1-ethoxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene

17α-[(±)1-(1-ethoxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene

methyllithium
917-54-4

methyllithium

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Stage #1: 17α-[(±)1-(1-ethoxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene; methyllithium In diethyl ether at 0 - 10℃; for 4h;
Stage #2: With hydrogenchloride In acetone at 25℃; for 8h;		72%
3,3-ethylenedioxy-17β-cyano-17α-chloromethyl(dimethyl)siloxy estren-5(10),9(11)diene
290825-36-4

3,3-ethylenedioxy-17β-cyano-17α-chloromethyl(dimethyl)siloxy estren-5(10),9(11)diene

A

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

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

B

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
With di-t-butyl biphenyl; lithium In tetrahydrofuran at -70℃; for 2.25h; Title compound not separated from byproducts;
3,3-(ethylene-dioxy)-17β-cyano-17α-hydroxy-19-norpregna-5(10),9(11)-diene

3,3-(ethylene-dioxy)-17β-cyano-17α-hydroxy-19-norpregna-5(10),9(11)-diene

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 98 percent / DMAP; TEA / tetrahydrofuran / 20 °C
2: Li; di-t-butyl biphenyl / tetrahydrofuran / 2.25 h / -70 °C
View Scheme
Multi-step reaction with 2 steps
1.1: toluene-4-sulfonic acid / dichloromethane / 4 h / 20 °C / Cooling with ice; Large scale
2.1: diethyl ether / 4 h / 0 - 10 °C / Cooling with ice
2.2: 8 h / 25 °C
View Scheme
17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione 3,20-bis(ethylene acetal)
54201-84-2

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

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

ethylene deltenone
5571-36-8

ethylene deltenone

A

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

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

B

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic acid / methanol / 20 °C / Large scale
2.1: ethyl vinyl ether; toluene-4-sulfonic acid / tetrahydrofuran / 3 h / 20 °C / Cooling with ice; Large scale
2.2: 8 h / 0 - 10 °C / Large scale
2.3: 4 h / 25 °C / Large scale
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid / methanol / 20 °C / Large scale
2.1: toluene-4-sulfonic acid / dichloromethane / 4 h / 20 °C / Cooling with ice; Large scale
3.1: 2 h / 0 - 10 °C / Cooling with ice
3.2: 0.5 h
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid / methanol / 20 °C / Large scale
2.1: toluene-4-sulfonic acid / dichloromethane / 4 h / 20 °C / Cooling with ice; Large scale
3.1: tetrahydrofuran; 2-methyltetrahydrofuran / 4 h / 0 - 10 °C / Cooling with ice
3.2: 2 h / 25 °C
View Scheme
Multi-step reaction with 3 steps
1: acetic acid / methanol / 20 °C
2: toluene-4-sulfonic acid / tetrahydrofuran / 3 h / 20 °C / Cooling; Large scale
3: tetrahydrofuran; diethyl ether / 8 h / 0 - 20 °C / Cooling; Large scale
View Scheme
ethylene deltenone
5571-36-8

ethylene deltenone

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: acetic acid / methanol / 20 °C / Large scale
2.1: toluene-4-sulfonic acid / dichloromethane / 4 h / 20 °C / Cooling with ice; Large scale
3.1: diethyl ether / 4 h / 0 - 10 °C / Cooling with ice
3.2: 8 h / 25 °C
View Scheme
C25H35NO4

C25H35NO4

methyllithium
917-54-4

methyllithium

A

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

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

B

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Stage #1: C25H35NO4; methyllithium In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 10℃; for 4h; Cooling with ice;
Stage #2: With hydrogenchloride; water In methanol at 25℃; for 2h; Solvent; Overall yield = 73%; Overall yield = 6.6 g;
In tetrahydrofuran; diethyl ether at 0 - 20℃; for 8h; Cooling; Large scale; Overall yield = 1036 g;
...Expand
C25H35NO4

C25H35NO4

methyl Grignard reagent

methyl Grignard reagent

A

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

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

B

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Stage #1: C25H35NO4; methyl Grignard reagent at 0 - 10℃; for 2h; Cooling with ice;
Stage #2: With hydrogenchloride; water for 0.5h; Solvent; Overall yield = 68%; Overall yield = 2.1g;
...Expand
17α-[(±)1-(1-n-propyloxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene

17α-[(±)1-(1-n-propyloxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene

methyllithium
917-54-4

methyllithium

A

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

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

B

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Stage #1: 17α-[(±)1-(1-n-propyloxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene; methyllithium In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 10℃; for 4h; Cooling with ice;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; 2-methyltetrahydrofuran for 0.5h; Solvent; Overall yield = 70%; Overall yield = 4g;
In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 10℃; Overall yield = 70 %; Overall yield = 4.0 g;
...Expand
17α-[(±)1-(1-isobutyloxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene

17α-[(±)1-(1-isobutyloxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene

methyllithium
917-54-4

methyllithium

A

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

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

B

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Stage #1: 17α-[(±)1-(1-isobutyloxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene; methyllithium In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 10℃; for 4h; Cooling with ice;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; 2-methyltetrahydrofuran for 0.5h; Solvent; Overall yield = 67%; Overall yield = 4.7g;
In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 10℃; Overall yield = 67 %; Overall yield = 4.7 g;
...Expand
C26H35NO4

C26H35NO4

methyllithium
917-54-4

methyllithium

A

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

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

B

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Stage #1: C26H35NO4; methyllithium In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 10℃; for 4h; Cooling with ice;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; 2-methyltetrahydrofuran for 0.5h; Solvent; Overall yield = 72%; Overall yield = 11.2 g;
...Expand
methyllithium
917-54-4

methyllithium

3,3-(ethylene-dioxy)-17β-cyano-17α-hydroxy-19-norpregna-5(10),9(11)-diene

3,3-(ethylene-dioxy)-17β-cyano-17α-hydroxy-19-norpregna-5(10),9(11)-diene

A

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

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

B

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Stage #1: 3,3-(ethylene-dioxy)-17β-cyano-17α-hydroxy-19-norpregna-5(10),9(11)-diene With toluene-4-sulfonic acid; ethyl vinyl ether In tetrahydrofuran at 20℃; for 3h; Cooling with ice; Large scale;
Stage #2: methyllithium In tetrahydrofuran; diethyl ether at 0 - 10℃; for 8h; Large scale;
Stage #3: With hydrogenchloride; water In tetrahydrofuran; diethyl ether at 25℃; for 4h; Large scale; Overall yield = 75%; Overall yield = 1036 g;		A n/a
B n/a
...Expand
3,3-(ethylene-dioxy)-17β-cyano-17α-hydroxy-19-norpregna-5(10),9(11)-diene

3,3-(ethylene-dioxy)-17β-cyano-17α-hydroxy-19-norpregna-5(10),9(11)-diene

A

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

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

B

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: toluene-4-sulfonic acid / dichloromethane / 4 h / 20 °C / Cooling with ice; Large scale
2.1: 2 h / 0 - 10 °C / Cooling with ice
2.2: 0.5 h
View Scheme
Multi-step reaction with 2 steps
1.1: toluene-4-sulfonic acid / dichloromethane / 4 h / 20 °C / Cooling with ice; Large scale
2.1: tetrahydrofuran; 2-methyltetrahydrofuran / 4 h / 0 - 10 °C / Cooling with ice
2.2: 2 h / 25 °C
View Scheme
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid / tetrahydrofuran / 3 h / 20 °C / Cooling; Large scale
2: tetrahydrofuran; diethyl ether / 8 h / 0 - 20 °C / Cooling; Large scale
View Scheme
17α-[(±)1-(1-tetrahydropyran)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene

17α-[(±)1-(1-tetrahydropyran)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene

methyllithium
917-54-4

methyllithium

A

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

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

B

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 10℃; Overall yield = 72 %; Overall yield = 11.2 g;
...Expand
17α-[(±)1-(1-ethoxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene

17α-[(±)1-(1-ethoxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene

methyllithium
917-54-4

methyllithium

A

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

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

B

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
In tetrahydrofuran; 2-methyltetrahydrofuran at 0 - 10℃; Reagent/catalyst; Solvent; Overall yield = 73 %; Overall yield = 6.6 g;
...Expand
3,3-dimethoxy-estra-5(10),9(11)-diene-17-one
10109-76-9

3,3-dimethoxy-estra-5(10),9(11)-diene-17-one

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium hydroxide / tetrahydrofuran; acetone / 2 h / 5 - 40 °C / Inert atmosphere
1.2: 1 h / 35 - 40 °C
2.1: triethylamine; acetic acid / methanol; water; dichloromethane / 0.5 h / -10 - 0 °C
3.1: sodium methylate; methanol / 3 h / 60 - 65 °C
3.2: 1 h / Heating
4.1: acetic acid; perchloric acid / 0.17 h / 20 - 30 °C
View Scheme
3,3-dimethoxy-21-(phenylsulfinyl)-19-norpregna-5(10),9(11),17(20),20-tetraene

3,3-dimethoxy-21-(phenylsulfinyl)-19-norpregna-5(10),9(11),17(20),20-tetraene

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium methylate; methanol / 3 h / 60 - 65 °C
1.2: 1 h / Heating
2.1: acetic acid; perchloric acid / 0.17 h / 20 - 30 °C
View Scheme
3,3-(2,2-dimethyltrimethylene-1,3-dioxy)-5(10),9(11)-estradien-17-one
91175-92-7

3,3-(2,2-dimethyltrimethylene-1,3-dioxy)-5(10),9(11)-estradien-17-one

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium hydroxide / tetrahydrofuran; acetone / 2 h / 5 - 40 °C / Inert atmosphere
1.2: 1 h / 35 - 40 °C
2.1: triethylamine; acetic acid / methanol; water; dichloromethane / 0.5 h / -10 - 0 °C
3.1: sodium methylate; methanol / 3 h / 60 - 65 °C
3.2: 1 h
4.1: acetic acid; perchloric acid / 0.17 h / 20 - 30 °C
View Scheme
3,3-dimethoxy-17α-hydroxy-20-methoxy-19-norpregna-5(10),9(11),20-triene

3,3-dimethoxy-17α-hydroxy-20-methoxy-19-norpregna-5(10),9(11),20-triene

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
With perchloric acid; acetic acid at 20 - 30℃; for 0.166667h;59 g
3,3-(2,2-dimethylpropylenedioxy)-17α-ethynyl-17β-hydroxyestra-5(10),9(11)-diene

3,3-(2,2-dimethylpropylenedioxy)-17α-ethynyl-17β-hydroxyestra-5(10),9(11)-diene

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: triethylamine; acetic acid / methanol; water; dichloromethane / 0.5 h / -10 - 0 °C
2.1: sodium methylate; methanol / 3 h / 60 - 65 °C
2.2: 1 h
3.1: acetic acid; perchloric acid / 0.17 h / 20 - 30 °C
View Scheme
3,3-(propylenedioxy)estra-5(10),9(11)-diene-17-one

3,3-(propylenedioxy)estra-5(10),9(11)-diene-17-one

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium hydroxide / tetrahydrofuran; acetone / 2 h / 5 - 40 °C / Inert atmosphere
1.2: 1 h / 35 - 40 °C
2.1: triethylamine; acetic acid / methanol; water; dichloromethane / 0.5 h / -10 - 0 °C
3.1: sodium methylate; methanol / 3 h / 60 - 65 °C
3.2: 1 h
4.1: hydrogenchloride / methanol; water / 0.17 h / 20 - 30 °C
View Scheme
3,3-(propylenedioxy)-21-(phenylsulfinyl)-19-norpregna-5(10),9(11),17(20),20-tetraene

3,3-(propylenedioxy)-21-(phenylsulfinyl)-19-norpregna-5(10),9(11),17(20),20-tetraene

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium methylate; methanol / 3 h / 60 - 65 °C
1.2: 1 h
2.1: hydrogenchloride / methanol; water / 0.17 h / 20 - 30 °C
View Scheme
3,3-(propylenedioxy)-17α-hydroxy-20-methoxy-19-norpregna-5(10),9(11),20-triene.

3,3-(propylenedioxy)-17α-hydroxy-20-methoxy-19-norpregna-5(10),9(11),20-triene.

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 20 - 30℃; for 0.166667h;52 g
17α-hydroxy-20-methoxy-19-norpregna-4(5),9(10),20-trien-3-one

17α-hydroxy-20-methoxy-19-norpregna-4(5),9(10),20-trien-3-one

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 20 - 30℃; for 1h;46 g
21-(phenylsulfinyl)-19-norpregna-4(5), 9(10),17(20),20-tetraene-3-one

21-(phenylsulfinyl)-19-norpregna-4(5), 9(10),17(20),20-tetraene-3-one

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium methylate; methanol / methanol / 2 h / 60 - 65 °C
1.2: 1 h / Heating
2.1: hydrogenchloride / methanol; water / 1 h / 20 - 30 °C
View Scheme
RU 3097
14531-92-1

RU 3097

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: triethylamine; acetic acid / methanol; water; dichloromethane / 0.5 h / -10 - 0 °C
2.1: sodium methylate; methanol / methanol / 2 h / 60 - 65 °C
2.2: 1 h / Heating
3.1: hydrogenchloride / methanol; water / 1 h / 20 - 30 °C
View Scheme
3,3-(2,2-dimethylpropylenedioxy)-17α-hydroxy-20-methoxy-19-norpregna-5(10),9(11),20-triene

3,3-(2,2-dimethylpropylenedioxy)-17α-hydroxy-20-methoxy-19-norpregna-5(10),9(11),20-triene

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
With perchloric acid; acetic acid at 20 - 30℃; for 0.166667h;51 g
3,3-(propylenedioxy)-17α-ethynyl-17β-hydroxyestra-5(10),9(11)-diene

3,3-(propylenedioxy)-17α-ethynyl-17β-hydroxyestra-5(10),9(11)-diene

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: triethylamine; acetic acid / methanol; water; dichloromethane / 0.5 h / -10 - 0 °C
2.1: sodium methylate; methanol / 3 h / 60 - 65 °C
2.2: 1 h
3.1: hydrogenchloride / methanol; water / 0.17 h / 20 - 30 °C
View Scheme
ethylene glycol
107-21-1

ethylene glycol

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione 3,20-bis(ethylene acetal)
54201-84-2

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

Conditions
ConditionsYield
With toluene-4-sulfonic acid; orthoformic acid triethyl ester In dichloromethane at 20℃; Inert atmosphere;77%
With toluene-4-sulfonic acid; orthoformic acid triethyl ester In dichloromethane at 18 - 25℃; for 17h;4.2 g
acetic acid
64-19-7

acetic acid

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

17α-acetoxy-19-norpregna-4,9-diene-3,20-dione
14340-04-6

17α-acetoxy-19-norpregna-4,9-diene-3,20-dione

Conditions
ConditionsYield
With toluene-4-sulfonic acid; trifluoroacetic anhydride In dichloromethane at 0℃; for 0.25h;62.3%
17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

3,20-bis-ethylenedioxy-5α,17α-dihydroxy-11β-[4-(2-methyl-1,3-dioxolan-2-yl)phenyl]-19-norpregn-9-ene

3,20-bis-ethylenedioxy-5α,17α-dihydroxy-11β-[4-(2-methyl-1,3-dioxolan-2-yl)phenyl]-19-norpregn-9-ene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: toluene-4-sulfonic acid; orthoformic acid triethyl ester / dichloromethane / 20 °C / Inert atmosphere
2.1: dihydrogen peroxide; Hexafluoroacetone; disodium hydrogenphosphate / dichloromethane / 0 - 5 °C
3.1: magnesium; iodine; ethylene dibromide / tetrahydrofuran / 2 h / Inert atmosphere; Heating
3.2: 1.25 h / 20 °C
View Scheme
17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

5α,10α-epoxy-17α-hydroxy-19-norpregn-9(11)-ene-3,20-dione 3,20-bis(ethylene acetal)
54201-83-1

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene-4-sulfonic acid; orthoformic acid triethyl ester / dichloromethane / 20 °C / Inert atmosphere
2: dihydrogen peroxide; Hexafluoroacetone; disodium hydrogenphosphate / dichloromethane / 0 - 5 °C
View Scheme
17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione
14340-01-3

17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione

trimethyl orthoformate
149-73-5

trimethyl orthoformate

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

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

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 20 - 25℃; for 3h;62 g

Gestadene Specification

Gestadene is one kind of powder. Gestation is the carrying of an embryo or fetus inside a female viviparous animal. Mammals during pregnancy can have one or more gestations at the same time (multiple gestations). The Product Categories of this chemical is API.

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