11-Ketotestosterone

Base Information

• Chemical Name: 11-Ketotestosterone
• CAS No.: 87583-72-0
• Deprecated CAS: 1050679-19-0
• Molecular Formula: C₁₉H₂₆O₃
• Molecular Weight: 302.414
• UNII: KF38W1A85U
• DSSTox Substance ID: DTXSID8036499,DTXSID20859491
• Nikkaji Number: J381.141G
• Wikipedia: 11-Ketotestosterone
• Wikidata: Q4547229
• Metabolomics Workbench ID: 70598
• Mol file: 87583-72-0.mol

Synonyms:11-ketotestosterone;11-ketotestosterone, (17beta)-isomer;11-oxotestosterone;17 beta-hydroxyandrost-4-ene-3,11-dione

Chemical Property of 11-Ketotestosterone

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 302.18819469
• Heavy Atom Count: 22
• Complexity: 577

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2C(=O)CC4(C3CCC4O)C
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CC[C@@H]4O)C

Technology Process of 11-Ketotestosterone

There total 18 articles about 11-Ketotestosterone 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%

(+/-)-(2,3β,3aβ,5aα,8,9,9aβ,9bα)-octahydro-3-tert-butyldimethylsilyloxy-6α-<3'-chlorobut-2'(E)-en-1'-yl>-3a,6β-dimethyl-1H-benzindene-5,7(4H,6H)-dione (87530-50-5,101833-74-3) → (+/-)-11-ketotestosterone (564-35-2,53187-98-7,87583-72-0)

Guidance literature:

With formic acid; perchloric acid; Heating;

DOI:10.1016/S0040-4039(00)88118-6

Reference yield:

→ 11-ketotestosterone (564-35-2,53187-98-7,87583-72-0)

Guidance literature:

Androst-4-en-3,11,17-trion (I), mikrobische Red. mittels Saccharomyces cerevisiae;

DOI:10.1016/0039-128X(77)90063-0

Reference yield:

→ 11-ketotestosterone (564-35-2,53187-98-7,87583-72-0)

Guidance literature:

4-Androsten-3,11,17-trion, Asp. tamarii;

DOI:10.1021/jo01280a048

upstream raw materials:

(+/-)-(2,3β,3aβ,5aα,8,9,9aβ,9bα)-octahydro-3-tert-butyldimethylsilyloxy-6α-<3'-chlorobut-2'(E)-en-1'-yl>-3a,6β-dimethyl-1H-benzindene-5,7(4H,6H)-dione

(+/-)-(2,3β,3aβ,5aα,8,9,9aβ,9bα)-octahydro-3-tert-butyldimethylsilyloxy-6α-<3'-chlorobut-2'(Z)-en-1'-yl>-3a,6β-dimethyl-1H-benzindene-5,7(4H,6H)-dione

(3S,3aS,9bS)-3-(tert-Butyl-dimethyl-silanyloxy)-3a-methyl-2,3,3a,4,6,8,9,9b-octahydro-1H-cyclopenta[a]naphthalene-5,7-dione

(+/-)-(2,3β,3aβ,4,8,9,9aβ,9bα)-octahydro-3-tert-butyldimethylsilyloxy-3a,6-dimethyl-5,7-ditrimethylsilyloxy-1H-benzindene

Downstream raw materials:

(+/-)-adrenosterone