(3E)-3-[(2,4-dinitrophenyl)hydrazinylidene]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-ol

Base Information

• Chemical Name: (3E)-3-[(2,4-dinitrophenyl)hydrazinylidene]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-ol
• CAS No.: 2347-93-5
• Molecular Formula: C25H32 N4 O5
• Molecular Weight: 468.553
• DSSTox Substance ID: DTXSID40421775
• Mol file: 2347-93-5.mol

Synonyms:NSC527596;DTXSID40421775;2347-93-5

Chemical Property of (3E)-3-[(2,4-dinitrophenyl)hydrazinylidene]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-ol

Chemical Property:

• Vapor Pressure: 3.76E-16mmHg at 25°C
• Boiling Point: 618.4°Cat760mmHg
• Flash Point: 327.8°C
• Density: 1.47g/cm³
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 468.23727013
• Heavy Atom Count: 34
• Complexity: 910

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=CC(=NNC5=C(C=C(C=C5)[N+](=O)[O-])[N+](=O)[O-])CCC34C
• Isomeric SMILES: CC12CCC3C(C1CCC2O)CCC4=C/C(=N/NC5=C(C=C(C=C5)[N+](=O)[O-])[N+](=O)[O-])/CCC34C

Technology Process of (3E)-3-[(2,4-dinitrophenyl)hydrazinylidene]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-ol

There total 1 articles about (3E)-3-[(2,4-dinitrophenyl)hydrazinylidene]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-ol 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:

testosterone (58-22-0) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → testosterone-2,4-dinitrophenylhydrazone (2347-93-5)

Guidance literature:

DOI:10.1126/science.106.2743.91

Reference yield: 39.3%

testosterone-2,4-dinitrophenylhydrazone (2347-93-5) → testosterone (58-22-0) + (8S,9S,10R,13S,14S,17S)-3-(2,4-Dinitro-phenylazo)-5-fluoro-10,13-dimethyl-2,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol

Guidance literature:

With triethylamine tris(hydrogen fluoride); In acetonitrile; for 3.5h; electrolysis;

DOI:10.1248/cpb.44.1141

Reference yield: 10.7%

methanol (67-56-1) + testosterone-2,4-dinitrophenylhydrazone (2347-93-5) → testosterone (58-22-0) + (8S,9S,10R,13S,14S,17S)-3-(2,4-Dinitro-phenylazo)-5-methoxy-10,13-dimethyl-2,5,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol

Guidance literature:

With lithium perchlorate; In acetonitrile; for 2.7h; electrolysis;

DOI:10.1248/cpb.44.1141

upstream raw materials:

testosterone

(2,4-dinitro-phenyl)-hydrazine

Downstream raw materials:

testosterone

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