11-Ketoandrosterone

Base Information

• Chemical Name: 11-Ketoandrosterone
• CAS No.: 1231-82-9
• Molecular Formula: C19H28 O3
• Molecular Weight: 304.42
• NSC Number: 56412
• UNII: 3T4E87JT27
• DSSTox Substance ID: DTXSID901043038
• Nikkaji Number: J104.139H
• Wikipedia: 11-Ketoandrosterone
• Wikidata: Q27115836
• Mol file: 1231-82-9.mol

Synonyms:11-ketoandrosterone

Chemical Property of 11-Ketoandrosterone

Chemical Property:

• Vapor Pressure: 3.97E-10mmHg at 25°C
• Melting Point: 143-146°C
• Boiling Point: 453.4°Cat760mmHg
• Flash Point: 242.1°C
• PSA: 54.37000
• Density: 1.152g/cm³
• LogP: 3.13810
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 304.20384475
• Heavy Atom Count: 22
• Complexity: 527

Purity/Quality:

98%min ^*data from raw suppliers

11-OxoAndrosterone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2C(=O)CC4(C3CCC4=O)C)O
• Isomeric SMILES: C[C@]12CC[C@H](C[C@@H]1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CCC4=O)C)O
• Uses: A metabolite of Androsterone (A637535).

Technology Process of 11-Ketoandrosterone

There total 16 articles about 11-Ketoandrosterone 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: 72.0%

5α-androstane-3,11,17-trione (1429-06-7,53861-56-6,54323-42-1,102207-99-8,1482-70-8) → (3α,5α)-3-hydroxyandrostane-11,17-dione (1231-82-9)

Guidance literature:

5α-androstane-3,11,17-trione; With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; at -78 ℃; for 1.5h;

With water;

DOI:10.1021/jm2014925

Reference yield:

adrenosterone (382-45-6) → (3α,5α)-3-hydroxyandrostane-11,17-dione (1231-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Li/NH₃, 2.) CrO/H₂SO₄

2: 47 percent / K-Selectride / tetrahydrofuran / 1.) -78 deg C, 3 h, 2.) RT, 20 min

With chromium oxide; sulfuric acid; ammonia; lithium; potassium tri-sec-butyl-borohydride; In tetrahydrofuran;

DOI:10.1021/ja00037a013

Reference yield:

→ 3α-hydroxy-5β-androstane-11,17-dione (739-27-5,1231-82-9,7090-90-6,28336-28-9,40272-95-5,94991-82-9,109838-19-9)

Guidance literature:

With platinum; Hydrogenation_.und anschliessenden Behandeln mit Blei(IV)-acetat;

DOI:10.1021/ja01098a004

upstream raw materials:

3β-(toluene-4-sulfonyloxy)-5α-androstane-11,17-dione

3α-acetoxy-5α-androstane-11,17-dione

5α-androstane-3,11,17-trione

adrenosterone

Downstream raw materials:

11-ketotestosterone

3α-(dimethylphenylsiloxy)-5α,13α-androstane-11,17-dione

3α-(dimethylphenylsiloxy)-17β-hydroxy-5α-androstan-11-one

3α-(dimethylphenylsiloxy)-17α-hydroxy-5α-androstan-11-one

Refernces

• 1、 Wu,Morrison. "Antenna-initiated photochemistry of distal groups in polyfunctional steroids. Intramolecular singlet and triplet energy transfer in 3α-(dimethylphenylsiloxy)-5α-androstan-17-one and 3α-(dimethylphenylsiloxy)-5α-androstane-11,17-dione". . p. 4119 - 4128. Retrieved 2007/10/02.