Androst-5-en-17-one

Base Information

• Chemical Name: Androst-5-en-17-one
• CAS No.: 25824-80-0
• Molecular Formula: C19H28O
• Molecular Weight: 272.431
• Mol file: 25824-80-0.mol

Synonyms:Androst-5-en-17-one;3-Deoxydehydroepiandrosterone;

Chemical Property of Androst-5-en-17-one

Chemical Property:

• Vapor Pressure: 4.45E-06mmHg at 25°C
• Melting Point: 105-107 °C
• Refractive Index: 1.542
• Boiling Point: 383.3 °C at 760 mmHg
• Flash Point: 163.7 °C
• PSA: 17.07000
• Density: 1.05 g/cm³
• LogP: 4.90840

Purity/Quality:

97% ^*data from raw suppliers

(8R,9S,10R,13S,14S)-10,13-Dimethyl-3,4,7,8,9,10,11,12,13,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-17(2H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Androst-5-en-17-one

There total 2 articles about Androst-5-en-17-one 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: 28.0%

17-oxo-androst-5-en-3β-yl Se-phenyl selenocarbonate (76920-40-6) → dehydroepiandrosterone (53-43-0) + 3β-formyl-oxy-5-androsten-17-one (29163-23-3) + 5-androsten-17-one (25824-80-0)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃;

DOI:10.1002/hlca.19800630823

Reference yield:

C23H39N2O3P → dehydroepiandrosterone (53-43-0) + 5-androsten-17-one (25824-80-0)

Guidance literature:

With potassium hydride; lithium dihydronaphthylide radical; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, 1 h, RT, 2) 60 min, 25 deg C;

DOI:10.1016/S0040-4039(97)10602-5

Reference yield:

5-androsten-17-one (25824-80-0) → testosterone (58-22-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium; propanol-⁽¹⁾

2: chloroform / 0 °C / Einleiten von HCl, Kochen des Reaktionsprodukts in Aethanol mit Kaliumacetat und Erhitzen des Reaktionsprodukts mit Acetanhydrid auf Siedetemperatur

3: CrO₃; acetic acid / Behandeln des Reaktionsprodukts mit aethanol.HCl

With chromium(VI) oxide; propan-1-ol; chloroform; sodium; acetic acid;

DOI:10.1021/ja01858a065

upstream raw materials:

17-oxo-androst-5-en-3β-yl Se-phenyl selenocarbonate

Downstream raw materials:

(5R,8R,9S,10S,13S,14S,17S)-10,13-Dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-ol

6β,17β-dihydroxy-5α-androstane

6α,17β-dihydroxy-5α-androstane

Androstenedione