6-Dehydrotestosterone

Base Information

• Chemical Name: 6-Dehydrotestosterone
• CAS No.: 2484-30-2
• Molecular Formula: C₁₉H₂₆O₂
• Molecular Weight: 286.414
• Hs Code.: 2937290000
• European Community (EC) Number: 219-623-6
• NSC Number: 75560
• UNII: 4P45K0O2LX
• DSSTox Substance ID: DTXSID801043247
• Nikkaji Number: J58.215H
• Wikidata: Q27109951
• Metabolomics Workbench ID: 35361
• Mol file: 2484-30-2.mol

Synonyms:17 beta-hydroxy-4,6-androstadien-3-one;17 beta-hydroxyandrosta-4,6-dien-3-one;17-hydroxy-4,6-androstadiene-3-one;6-dehydrotestosterone;delta(6)-testosterone

Chemical Property of 6-Dehydrotestosterone

Chemical Property:

• Melting Point: 197 - 199 °C
• Boiling Point: 450.4oC at 760 mmHg
• Flash Point: 191.9oC
• PSA: 37.30000
• Density: 1.14g/cm3
• LogP: 3.65520
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 286.193280068
• Heavy Atom Count: 21
• Complexity: 546

Purity/Quality:

99%, ^*data from raw suppliers

Testosterone Related Compound I United States Pharmacopeia (USP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)C=CC4=CC(=O)CCC34C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)C=CC4=CC(=O)CC[C@]34C
• Uses: A metabolite of Testosterone (T155000). Controlled substance.

Technology Process of 6-Dehydrotestosterone

There total 30 articles about 6-Dehydrotestosterone 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: 65.0%

1,4,6-androstatriene-3,17-dione (633-35-2) → 6-dehydrotestosterone (3591-23-9,3593-33-7,4030-88-0,4223-57-8,2484-30-2) + 1,4,6-Androstatrien-17beta-ol-3-one (4075-12-1)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.steroids.2006.12.008

Reference yield: 63.0%

testosterone (58-22-0) → 6-dehydrotestosterone (3591-23-9,3593-33-7,4030-88-0,4223-57-8,2484-30-2) + C19H25IO2

Guidance literature:

With iodine; dimethyl sulfoxide; In toluene; for 3h; Reflux;

DOI:10.1021/acs.jnatprod.5b00914

Reference yield: 59.0%

testosterone (58-22-0) → 6-dehydrotestosterone (3591-23-9,3593-33-7,4030-88-0,4223-57-8,2484-30-2)

Guidance literature:

With chloranil; In tert-butyl alcohol; for 7h; Reflux; Inert atmosphere;

DOI:10.1016/j.steroids.2010.05.008

upstream raw materials:

testosterone

5-androstenediol

17β-benzoyloxy-androsta-4,6-dien-3-one

methanol

Downstream raw materials:

17β-hydroxy-7α-propionylmercapto-androst-4-en-3-one

7α-methyl-17β-hydroxy-4-androsten-3-one

RMI 12936

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