Androst-4-en-3-one, 17-hydroxy-, oxime, (17beta)-

Base Information

• Chemical Name: Androst-4-en-3-one, 17-hydroxy-, oxime, (17beta)-
• CAS No.: 6911-95-1
• Molecular Formula: C₁₉H₂₉NO₂
• Molecular Weight: 303.445
• DSSTox Substance ID: DTXSID901275180
• Mol file: 6911-95-1.mol

Synonyms:testosterone-3-oxime

Chemical Property of Androst-4-en-3-one, 17-hydroxy-, oxime, (17beta)-

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 467.004°C at 760 mmHg
• Flash Point: 308.079°C
• PSA: 52.82000
• Density: 1.304g/cm³
• LogP: 4.14030
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 303.219829168
• Heavy Atom Count: 22
• Complexity: 540

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=CC(=NO)CCC34C
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=CC(=NO)CC[C@]34C

Technology Process of Androst-4-en-3-one, 17-hydroxy-, oxime, (17beta)-

There total 7 articles about Androst-4-en-3-one, 17-hydroxy-, oxime, (17beta)- 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: 95.0%

testosterone (58-22-0) → Testosteron-oxim (6911-95-1,21247-73-4)

Guidance literature:

With pyridine; hydroxylamine hydrochloride; In ethanol; for 1h; Heating;

DOI:10.1016/S0039-128X(01)00157-X

Reference yield:

testosterone acetate (1045-69-8) → Testosteron-oxim (6911-95-1,21247-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol.KOH

With potassium hydroxide;

DOI:10.1002/hlca.193501801176

Reference yield:

5-androstenediol (521-17-5,1963-03-7,4593-57-1,4593-58-2,14504-94-0,16895-59-3,47122-33-8,64162-67-0,75767-22-5,139973-51-6,151284-19-4) → Testosteron-oxim (6911-95-1,21247-73-4)

Guidance literature:

Multi-step reaction with 5 steps

2: KOH; methanol / 20 °C

3: bromine; acetic acid / nachfolgendes Erwaermen mit CrO₃ in Essigsaeure und Erwaermen des Reaktionsprodukts mit NaI in Aethanol

4: methanol.KOH

With methanol; potassium hydroxide; bromine; acetic acid;

DOI:10.1002/hlca.193501801176

upstream raw materials:

testosterone

testosterone acetate

5-androstenediol

androstenediol-3,17-diacetate

Refernces

• 1、 Barthakur, Madan G.,Borthakur, Moyurima,Boruah, Romesh C.. "Convenient preparation of A-ring fused pyridines from steroidal enamides". . p. 1137 - 1142. Retrieved 2008/12/22.
• 2、 -. "Prolonged release of antifertility drugs". . . Retrieved 2008/06/13.