Gestadienol

Base Information

• Chemical Name: Gestadienol
• CAS No.: 14340-01-3
• Molecular Formula: C20H26
• Molecular Weight: 314.425
• Mol file: 14340-01-3.mol

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

Chemical Property of Gestadienol

Chemical Property:

• Melting Point: 203-205℃
• Boiling Point: 515.5±50.0 °C(Predicted)
• PKA: 12.97±0.40(Predicted)
• PSA: 54.37000
• Density: 1.20
• LogP: 3.51250
• Storage Temp.: Refrigerator
• Solubility.: Acetone (Slightly), Chloroform (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Gestadienol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Gestadienol is a progesterone (P755900) used in the study of human membrane progesterone receptor alpha (hu-mPRα) and nuclear progesterone receptor (nPR).

Technology Process of Gestadienol

There total 36 articles about Gestadienol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

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)

Guidance literature:

With water; trifluoroacetic acid; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 72.0%

C25H35NO4 + methyllithium (917-54-4) → 17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione (14340-01-3)

Guidance literature:

C₂₅H₃₅NO₄; methyllithium; In diethyl ether; at 0 - 10 ℃; for 4h; Cooling with ice;

With hydrogenchloride; water; In acetone; at 25 ℃; for 8h; Solvent;

Reference yield: 72.0%

17α-[(±)1-(1-ethoxyl)ethyl]oxyl-17β-cyano-3,3-(ethylene-dioxy)-19-norpregna-5(10),9(11)-diene + methyllithium (917-54-4) → 17α-hydroxy-19-norpregna-4(5),9(10)-diene-3,20-dione (14340-01-3)

Guidance literature:

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;

With hydrogenchloride; In acetone; at 25 ℃; for 8h;

upstream raw materials:

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

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

ethylene deltenone

methyllithium

Downstream raw materials:

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

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

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

Refernces

• 1、 -. "Steroid compound, preparation method therefor and use of steroid compound". . . Retrieved 2017/01/17.
• 2、 -. "Method for preparing ulipristal acetate and key intermediate thereof". . . Retrieved 2014/10/16.