3,20-Bis(ethylenedioxy)-19-norpregna-5(10)9(11)dien-17-ol

Base Information

• Chemical Name: 3,20-Bis(ethylenedioxy)-19-norpregna-5(10)9(11)dien-17-ol
• CAS No.: 54201-84-2
• Molecular Formula: C24H34O5
• Molecular Weight: 402.531
• European Community (EC) Number: 695-904-0
• Wikidata: Q76506498
• Mol file: 54201-84-2.mol

Synonyms:19-Norpregna-5(10),9(11)-diene-3,20-dione,17-hydroxy-, cyclic bis(1,2-ethanediyl acetal) (9CI);3,20-Bis(ethylenedioxy)-19-norpregna-5(10)9(11)dien-17-ol;17-Hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione cyclic bis(1,2-ethanediyl acetal);17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione 3,20-bis(ethylene acetal);3,20-Bis(ethylenedioxy)-19-norpregna-5(10),9(11)-dien-17-ol;

Chemical Property of 3,20-Bis(ethylenedioxy)-19-norpregna-5(10)9(11)dien-17-ol

Chemical Property:

• Boiling Point: 568 °C at 760 mmHg
• PKA: 14.95±0.40(Predicted)
• Flash Point: 297.3 °C
• PSA: 57.15000
• Density: 1.25 g/cm³
• LogP: 3.86050
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 402.24062418
• Heavy Atom Count: 29
• Complexity: 772

Purity/Quality:

99% ^*data from raw suppliers

3,3,20,20-Bis(ethylene-dioxy)-17α-hydroxy-19-norpregna-5(10),9(11)-diene 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CC=C3C(C1CCC2(C4(OCCO4)C)O)CCC5=C3CCC6(C5)OCCO6
• Isomeric SMILES: C[C@]12CC=C3[C@H]([C@@H]1CC[C@@]2(C4(OCCO4)C)O)CCC5=C3CCC6(C5)OCCO6

Technology Process of 3,20-Bis(ethylenedioxy)-19-norpregna-5(10)9(11)dien-17-ol

There total 48 articles about 3,20-Bis(ethylenedioxy)-19-norpregna-5(10)9(11)dien-17-ol 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: 98.5%

ethylene glycol (107-21-1) + 3,3-[1,2-ethanediylbis(oxy)]-17α-hydroxy-19-norpregna-5(10),9(11)-diene-20-one (42982-49-0) → 17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione 3,20-bis(ethylene acetal) (54201-84-2)

Guidance literature:

With toluene-4-sulfonic acid; orthoformic acid triethyl ester; In dichloromethane; at 20 - 25 ℃; for 2h;

Reference yield: 90.0%

ethylene glycol (107-21-1) + 17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione → 17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione 3,20-bis(ethylene acetal) (54201-84-2)

Guidance literature:

With toluene-4-sulfonic acid; trimethyl orthoformate; In dichloromethane; at 20 - 25 ℃; for 5h; Large scale;

Reference yield: 88.0%

C21H30O3 + ethylene glycol (107-21-1) → 17α-hydroxy-19-norpregna-5(10),9(11)-diene-3,20-dione 3,20-bis(ethylene acetal) (54201-84-2)

Guidance literature:

With 1,1,1-trioxymethane; toluene-4-sulfonic acid; In dichloromethane; at 20 - 25 ℃; for 2h;

upstream raw materials:

ethylene glycol

17α-19-Dihydroxy-progesteron

17α-Hydroxy-19-nor-pregnen-(5(10))-dion-(3,20)

3,17-Dioxo-13-methyl-10-hydroxymethyl-1,2,3,6,7,8,9,10,11,12,13,14,15,16-tetradekahydro-17H-cyclopentaphenanthren

Downstream raw materials:

C₂₄H₃₄O₆

(11β,17α)-17-hydroxy-11-methyl-norpregna-4-en-3,20-dione

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

C₃₄H₅₁NO₆Si

Refernces

• 1、 -. "Synthesis method of ulipristal acetate intermediate". Paragraph 0026-0027; 0035-0036. . Retrieved 2020/05/01.
• 2、 -. "Method for preparing di-ketal". . . Retrieved 2018/10/19.