3-hydroxyandrostane-7,17-dione

Base Information

• Chemical Name: 3-hydroxyandrostane-7,17-dione
• CAS No.: 39201-24-6
• Molecular Formula: C₁₉H₂₈O₃
• Molecular Weight: 304.43
• Mol file: 39201-24-6.mol

Synonyms:(3R,5S,8R,9S,10S,13S,14S)-3-Hydroxy-10,13-dimethyl-tetradecahydro-cyclopenta[a]phenanthrene-7,17-dione;

Chemical Property of 3-hydroxyandrostane-7,17-dione

Chemical Property:

• Vapor Pressure: 3.97E-10mmHg at 25°C
• Boiling Point: 453.4°Cat760mmHg
• Flash Point: 242.1°C
• PSA: 54.37000
• Density: 1.152g/cm³
• LogP: 3.13810

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-hydroxyandrostane-7,17-dione

There total 12 articles about 3-hydroxyandrostane-7,17-dione 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:

(3α,5β,7α)-3,7-dihydroxyandrostan-17-one (64144-66-7) → 3α-hydroxy-5β-androstane-7,17-dione (39201-24-6)

Guidance literature:

With N-Bromosuccinimide; In water; acetone; for 0.166667h; Ambient temperature;

DOI:10.1016/0039-128X(80)90041-0

Reference yield:

3α,7α-diacetoxy-24-phenyl-5β-cholan-24-oic acid (33628-52-3) → 3α-hydroxy-5β-androstane-7,17-dione (39201-24-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 82 percent Turnov_. / Pb(OAc)4, Cu(OAc)2, pyridine / benzene / 4 h / Heating

2: N-lithioethylenediamine / hexane / Heating

3: imidazole / dimethylformamide

4: pyridine

5: 96 percent / O₃ / CH₂Cl₂; methanol / -70 °C

6: NaH, P(OEt)3, O₂ / dimethylformamide; 2-methyl-propan-2-ol / 1 h / -25 °C

7: 2.5 g / NaBH₄ / methanol; H₂O / 40 h / Ambient temperature

8: 80 percent / NaBiO₃ / aq. acetic acid / 72 h / Ambient temperature

9: 95 percent / NaOMe / methanol

10: 64 percent Turnov_. / NBS / acetone; H₂O / 0.17 h / Ambient temperature

With pyridine; 1H-imidazole; lead(IV) acetate; sodium tetrahydroborate; N-Bromosuccinimide; sodium bismuthate; copper diacetate; oxygen; sodium methylate; lithium 2-aminoethylamide; sodium hydride; ozone; triethyl phosphite; In methanol; hexane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene;

DOI:10.1016/0039-128X(80)90041-0

Reference yield:

24-nor-5β-chol-22-ene-3α,7α-diol diacetate (57071-90-6) → 3α-hydroxy-5β-androstane-7,17-dione (39201-24-6)

Guidance literature:

Multi-step reaction with 9 steps

1: N-lithioethylenediamine / hexane / Heating

2: imidazole / dimethylformamide

3: pyridine

4: 96 percent / O₃ / CH₂Cl₂; methanol / -70 °C

5: NaH, P(OEt)3, O₂ / dimethylformamide; 2-methyl-propan-2-ol / 1 h / -25 °C

6: 2.5 g / NaBH₄ / methanol; H₂O / 40 h / Ambient temperature

7: 80 percent / NaBiO₃ / aq. acetic acid / 72 h / Ambient temperature

8: 95 percent / NaOMe / methanol

9: 64 percent Turnov_. / NBS / acetone; H₂O / 0.17 h / Ambient temperature

With pyridine; 1H-imidazole; sodium tetrahydroborate; N-Bromosuccinimide; sodium bismuthate; oxygen; sodium methylate; lithium 2-aminoethylamide; sodium hydride; ozone; triethyl phosphite; In methanol; hexane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

DOI:10.1016/0039-128X(80)90041-0

upstream raw materials:

(3α,5β,7α)-3,7-dihydroxyandrostan-17-one

3α,7α-diacetoxy-24-phenyl-5β-cholan-24-oic acid

24-nor-5β-chol-22-ene-3α,7α-diol diacetate

3α,7α-dihydroxy-24-nor-5β-chol-20(22)-ene

Refernces