3-Ethoxy-androsta-3,5-dien-17-one

Base Information

• Chemical Name: 3-Ethoxy-androsta-3,5-dien-17-one
• CAS No.: 972-46-3
• Molecular Formula: C21H30 O2
• Molecular Weight: 314.468
• European Community (EC) Number: 619-264-9
• UNII: W46ZAM53EN
• DSSTox Substance ID: DTXSID20438705
• Nikkaji Number: J22.731E
• Wikidata: Q76415521
• Mol file: 972-46-3.mol

Synonyms:972-46-3;3-Ethoxyandrosta-3,5-dien-17-one;3-Ethoxy-androsta-3,5-dien-17-one;W46ZAM53EN;Androst-4-ene-3,17-dione 3-Ethyl Enol Ether;UNII-W46ZAM53EN;Androstenedione Ethylenolether;Androsta-3,5-dien-17-one, 3-ethoxy-;Testosterone impurity B [EP];(8R,9S,10R,13S,14S)-3-ethoxy-10,13-dimethyl-1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-one;Testosterone Imp. B (EP);Testosterone Impurity B;Testosterone EP Impurity B;SCHEMBL3984136;DTXSID20438705;PAOWPNQOTVTCAF-OEUJLIAZSA-N;3-Ethoxy-3,5-androstadien-17-one;3-ethoxyandrosta-3,5-diene-17-one;AKOS030240947;3-ethoxyandrosta-3,5(6)-dien-17-one;TESTOSTERONE IMPURITY B [EP IMPURITY];3-Ethoxyandrosta-3,5-dien-17-one (Androstenedione Ethylenolether);3-ethoxyandrosta-3,5-dien-17-one;androstenedione ethylenolether;(8R,9S,10R,13S,14S)-3-ethoxy-10,13-dimethyl- 1,2,7,8,9,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-one;Testosterone Imp. B (EP): 3-Ethoxyandrosta-3,5-dien-17-one (Androstenedione Ethylenolether)

Chemical Property of 3-Ethoxy-androsta-3,5-dien-17-one

Chemical Property:

• Vapor Pressure: 0-0Pa at 20-25℃
• Melting Point: 167-169°C
• PSA: 26.30000
• Density: 1.16g/cm3 at 20℃
• LogP: 5.04860
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 314.224580195
• Heavy Atom Count: 23
• Complexity: 587

Purity/Quality:

99.9% ^*data from raw suppliers

3-Ethoxy-androsta-3,5-dien-17-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=CC2=CCC3C4CCC(=O)C4(CCC3C2(CC1)C)C
• Isomeric SMILES: CCOC1=CC2=CC[C@H]3[C@@H]4CCC(=O)[C@]4(CC[C@@H]3[C@]2(CC1)C)C

Technology Process of 3-Ethoxy-androsta-3,5-dien-17-one

There total 20 articles about 3-Ethoxy-androsta-3,5-dien-17-one 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: 100.0%

Androstenedione (63-05-8) + orthoformic acid triethyl ester (122-51-0) → 3-ethoxyandrosta-3,5-dien-17-one (972-46-3)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; at 45 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.steroids.2011.11.012

Reference yield: 87.2%

ethanol (64-17-5) + androsta-3,5-dien-17-one (1912-63-6) + orthoformic acid triethyl ester (122-51-0) → 3-ethoxyandrosta-3,5-dien-17-one (972-46-3)

Guidance literature:

With Pyridine hydrobromide; at 25 - 30 ℃; for 6h;

Reference yield: 78.3%

ethanol (64-17-5) + Androsta-1,4-diene-3,17-dione (897-06-3) → 3-Aethoxy-androstadien-(3,5)-on-(17) (972-46-3)

Guidance literature:

With toluene-4-sulfonic acid; orthoformic acid triethyl ester; In tetrahydrofuran; at 40 - 45 ℃; for 12h; Large scale;

upstream raw materials:

ethanol

Androsta-1,4-diene-3,17-dione

Androstenedione

orthoformic acid triethyl ester

Downstream raw materials:

3-oxopregn-4-ene-21,17α-carbolactone

(8R,9S,10R,13S,14S)-3-Ethoxy-10,13-dimethyl-2,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-ol

(8R,9S,10R,13S,14S,17R)-17-Hydroxy-16,16-bis-hydroxymethyl-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one

testosterone

Refernces

• 1、 -. "Synthesis method of alkyl acid testosterone". Paragraph 0037-0038; 0043-0044; 0053-0054; 0059-0060; 0065. . Retrieved 2020/12/10.
• 2、 -. "Preparation method of 5alpha-androstane-3,17-dione". Paragraph 0039; 0044; 0049. . Retrieved 2019/12/25.