Pregna-1,4-diene-3,11,20-trione

Base Information

• Chemical Name: Pregna-1,4-diene-3,11,20-trione
• CAS No.: 4368-11-0
• Molecular Formula: C21H26O3
• Molecular Weight: 326.4293
• NSC Number: 63543
• DSSTox Substance ID: DTXSID30963098
• Nikkaji Number: J127.979C
• Wikidata: Q82944907
• ChEMBL ID: CHEMBL4296955
• Mol file: 4368-11-0.mol

Synonyms:Pregna-1,4-diene-3,11,20-trione;4368-11-0;MLS002693438;NSC63543;Pregna-1,11,20-trione;SCHEMBL524831;CHEMBL4296955;DTXSID30963098;1,4-pregnadien-3,11,20-trion;NSC-63543

Chemical Property of Pregna-1,4-diene-3,11,20-trione

Chemical Property:

• Vapor Pressure: 8.05E-10mmHg at 25°C
• Boiling Point: 491.9°Cat760mmHg
• Flash Point: 211.6°C
• PSA: 51.21000
• Density: 1.16g/cm³
• LogP: 3.67850
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 326.18819469
• Heavy Atom Count: 24
• Complexity: 700

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1CCC2C1(CC(=O)C3C2CCC4=CC(=O)C=CC34C)C
• Isomeric SMILES: CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC(=O)[C@H]3[C@H]2CCC4=CC(=O)C=C[C@]34C)C

Technology Process of Pregna-1,4-diene-3,11,20-trione

There total 11 articles about Pregna-1,4-diene-3,11,20-trione 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: 51.0%

11-Ketoprogesterone (516-15-4) → 1-dehydro-11-oxoprogesterone (4368-11-0)

Guidance literature:

With diphenyl diselenide; iodosylbenzene; In benzene; for 12h; Heating;

Reference yield: 51.0%

21-Methoxypregna-1,4-diene-3,11,20-trione (129786-21-6) → 1-dehydro-11-oxoprogesterone (4368-11-0)

Guidance literature:

With methanol; trimethylsilyl iodide; In acetonitrile; for 24h; Ambient temperature;

DOI:10.1021/jo00001a062

Reference yield: 51.0%

11-Ketoprogesterone (516-15-4) → 1-dehydro-11-oxoprogesterone (4368-11-0) + (8S,9S,10R,13S,14S,17S)-10,13-Dimethyl-3,11-dioxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthrene-17-carboxylic acid (80699-76-9) + 17α-hydroxy-11-oxoandrosta-1,4-dien-3-one-17β-carboxylic acid (78261-67-3)

Guidance literature:

With iodoxybenzene; benzeneseleninic anhydride; In benzene; for 12h; Heating;

DOI:10.1039/c39810001044

upstream raw materials:

11-Ketoprogesterone

11α-hydroxypregna-1,4-diene-3,20-dione

21-Methoxypregna-1,4-diene-3,11,20-trione

2-(3α-hydroxy-11-oxo-24-norcholan-23-yl)-4,4-dimethyl-4,5-dihydro-oxazole

Refernces

• 1、 Nagaoka, Masao,Kunitama, Yurie,Numazawa, Mitsuteru. "Efficient C-21 Deoxygenation of 21-Alkoxy-20-keto Corticoid Steroids with Trimethylsilyl Iodide in the Presence of Methanol". . p. 334 - 338. Retrieved 2007/10/02.
• 2、 Barton, Derek H. R.,Motherwell, William B.,Wozniak, Jocelyne,Zard, Samir Z.. "An Efficient and Short Degradation of the Cholic Acid Side Chain: A New Method for the Preparation and Dehydrogenation of 4,5-Dihydro-oxazoles". . p. 1865 - 1870. Retrieved 2007/10/02.