17-Hydroxyandrostan-3-one

Base Information

• Chemical Name: 17-Hydroxyandrostan-3-one
• CAS No.: 571-22-2
• Molecular Formula: C19H30 O2
• Molecular Weight: 290.446
• NSC Number: 61692,15460
• Mol file: 571-22-2.mol

Synonyms:17 beta Hydroxy 5 beta Androstan 3 One;17 beta-Hydroxy-5 beta-Androstan-3-One;17beta Hydroxy 5alpha Androstan 3 One;17beta-Hydroxy-5alpha-Androstan-3-One;5 alpha DHT;5 alpha Dihydrotestosterone;5 alpha-Dihydrotestosterone;5 beta Dihydrotestosterone;5 beta-Dihydrotestosterone;5-alpha Dihydrotestosterone;5-alpha-DHT;Anaprotin;Andractim;Androstanolone;beta-Hydroxy-5 beta-Androstan-3-One, 17;Dihydroepitestosterone;Dihydrotestosterone;Dihydrotestosterone, 5-alpha;Gelovit;Stanolone

Chemical Property of 17-Hydroxyandrostan-3-one

Chemical Property:

• Vapor Pressure: 1.5E-08mmHg at 25°C
• Melting Point: 143°C
• Refractive Index: 1.4709 (estimate)
• Boiling Point: 413.1°C at 760 mmHg
• PKA: 15.08±0.60(Predicted)
• Flash Point: 176.4°C
• PSA: 37.30000
• Density: 1.085g/cm³
• LogP: 3.95910
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 290.224580195
• Heavy Atom Count: 21
• Complexity: 459

Purity/Quality:

99% ^*data from raw suppliers

5BETA-ANDROSTAN-17BETA-OL-3-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 45-46-61-20/21/22
• Safety Statements: 53-22-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)CC1CCC3C2CCC4(C3CCC4O)C

Technology Process of 17-Hydroxyandrostan-3-one

There total 19 articles about 17-Hydroxyandrostan-3-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: 76.0%

C22H36OS2 → stanolone (521-18-6,571-22-2,571-24-4,2150-84-7,5692-03-5,29873-50-5,35456-91-8,35457-09-1,36027-76-6,64282-57-1,124377-49-7)

Guidance literature:

C₂₂H₃₆OS₂; With chloro-trimethyl-silane; sodium iodide; In acetonitrile; at 20 ℃; for 24h;

With water; In acetonitrile; for 0.0833333h;

DOI:10.1002/ejoc.202000979

Reference yield: 41.0%

Pyridine-3-sulfonic acid (5S,10S,13S,17S)-10,13-dimethyl-3-oxo-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester (71120-50-8) → 17α-Hydroxy-5α-androstan-3-on (521-18-6,571-22-2,571-24-4,2150-84-7,5692-03-5,29873-50-5,35456-91-8,35457-09-1,36027-76-6,64282-57-1,124377-49-7)

Guidance literature:

With potassium nitrite; In dimethyl sulfoxide; at 90 ℃; for 16h;

DOI:10.1055/s-1980-28996

Reference yield: 39.0%

testosterone (58-22-0) → Stanolone (521-18-6) + 5β-androstan-17β-ol-3-one (571-22-2)

Guidance literature:

With palladium on activated charcoal; hydrogen; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1021/jm301323k

upstream raw materials:

testosterone

Androstenedione

androstane-3,17-dione

epitestosterone

Downstream raw materials:

4-methyltestosterone

bis-(4-chlorophenyl) thionocarbonate

O-(4-Chlorophenyl) O-(3-Oxo-5β-androstan-17β-yl) Thiocarbonate

dihydrotestosterone p-chlorophenoxyisobutyrate

Refernces

• 1、 Singh, Chandan,Hassam, Mohammad,Verma, Ved Prakash,Singh, Ajit Shanker,Naikade, Niraj Krishna,Puri, Sunil K.,Maulik, Prakas R.,Kant, Ruchir. "Bile acid-based 1,2,4-trioxanes: Synthesis and antimalarial assessment(1)". . p. 10662 - 10673. Retrieved 2013/02/23.
• 2、 Endo, Satoshi,Matsumoto, Kengo,Matsunaga, Toshiyuki,Ishikura, Shuhei,Tajima, Kazuo,El-Kabbani, Ossama,Hara, Akira. "Substrate specificity of a mouse aldo-keto reductase (AKR1C12)". . p. 2488 - 2492. Retrieved 2007/10/03.