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Gestadene

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Name

Gestadene

EINECS N/A
CAS No. 14340-01-3 Density 1.20
PSA 54.37000 LogP 3.51250
Solubility N/A Melting Point 203-205℃
Formula C20H26 Boiling Point 515.5±50.0 °C(Predicted)
Molecular Weight 314.425 Flash Point N/A
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 14340-01-3 (Gestadienol) Hazard Symbols N/A
Synonyms

Gestadienol;19-Norpregna-4,9-diene-3,20-dione, 17-hydroxy-;

Article Data 7

Gestadene Synthetic route

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

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

917-54-4

methyllithium

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

917-54-4

methyllithium

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%
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

B

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

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
54201-84-2

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

14340-01-3

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

5571-36-8

ethylene deltenone

A

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

B

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
5571-36-8

ethylene deltenone

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

917-54-4

methyllithium

A

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

B

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;

C25H35NO4

methyl Grignard reagent

methyl Grignard reagent

A

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

B

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;

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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