(13S)-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-dione

Base Information

• Chemical Name: (13S)-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-dione
• CAS No.: 734-32-7
• Molecular Formula: C18H24O2
• Molecular Weight: 272.387
• Hs Code.: 29372900
• European Community (EC) Number: 211-995-8
• Wikipedia: Bolandione
• Mol file: 734-32-7.mol

Synonyms:19-Nor-4-androstenedione;734-32-7;(13S)-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-dione;(8R,9R,10R,13S,14S)-13-Methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-dione;SCHEMBL12413521;AKOS015955969;AC-20027

Chemical Property of (13S)-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-dione

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: ?72°C(lit.)
• Refractive Index: 1.556
• Boiling Point: 433.4 °C at 760 mmHg
• Flash Point: 161.8 °C
• PSA: 34.14000
• Density: 1.13 g/cm³
• LogP: 3.69730
• Storage Temp.: Refrigerator
• Water Solubility.: 191mg/L at 20℃
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 272.177630004
• Heavy Atom Count: 20
• Complexity: 504

Purity/Quality:

99% ^*data from raw suppliers

Norandrostenedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, C
• Hazard Codes: F,C
• Statements: 11-34
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2=O)CCC4=CC(=O)CCC34
• Isomeric SMILES: C[C@]12CCC3C(C1CCC2=O)CCC4=CC(=O)CCC34
• Uses: Norethindrone intermediate

Technology Process of (13S)-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-dione

There total 104 articles about (13S)-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthrene-3,17-dione 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: 96.0%

19-nortestosterone (434-22-0) → estra-4-ene-3,17-dione (734-32-7)

Guidance literature:

In acetic acid; for 1h; Ambient temperature;

DOI:10.1021/jo00277a045

Reference yield: 92.0%

norethisterone (68-22-4) + 4-(5'-methyl-2'-furyl)butanoic acid chloride (89214-31-3) → estra-4-ene-3,17-dione (734-32-7) + norethisterone 4-(5'-methyl-2'-furyl)butanoate (89094-53-1)

Guidance literature:

With thallium (I) ethoxide; In benzene; at 50 ℃; for 16h;

DOI:10.1016/0039-128X(83)90102-2

Reference yield: 82.0%

norethisterone (68-22-4) + 5-ethyl-2-furyl-ethanoic acid chloride (89214-32-4) → estra-4-ene-3,17-dione (734-32-7) + norethisterone 5'-ethyl-2'-furylethanoate (89094-50-8)

Guidance literature:

With thallium (I) ethoxide; In benzene; at 30 ℃; for 16h;

DOI:10.1016/0039-128X(83)90102-2

upstream raw materials:

pyridine

4β-bromo-5β-estrane-3,17-dione

19-nortestosterone

17,17-ethanediyldioxy-3-methoxy-estra-2,5⁽¹⁰⁾-diene

Downstream raw materials:

norethisterone

estr-4-ene-3,6,17-trione

6-oxoestrone

Estrone

Refernces

• 1、 -. "Electrocatalytic oxidation production process and device for 19-normethyl-4-androstene-3, 17-diketone". Paragraph 0028-0038. . Retrieved 2021/05/15.
• 2、 -. "Synthesis process of paricalcitol". Paragraph 0035; 0036. . Retrieved 2017/09/29.