16α-Methyl-17-hydroxyprogesterone

Base Information

• Chemical Name: 16α-Methyl-17-hydroxyprogesterone
• CAS No.: 2868-02-2
• Molecular Formula: C₂₂H₃₂O₃
• Molecular Weight: 344.494
• Mol file: 2868-02-2.mol

Synonyms:

Chemical Property of 16α-Methyl-17-hydroxyprogesterone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 16α-Methyl-17-hydroxyprogesterone

There total 17 articles about 16α-Methyl-17-hydroxyprogesterone 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: 100.0%

3,3-ethylenedioxy-17α-hydroxy-16α-methylpregn-5-en-20-one (115040-41-0) → 17α-hydroxy-16α-methylpregn-4-ene-3,20-dione (2868-02-2)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 25 - 30 ℃; for 15h;

DOI:10.1016/S0040-4020(01)86868-X

Reference yield:

pregna-4,17-diene-3,16-dione (95975-55-6) → 17α-hydroxy-16α-methylpregn-4-ene-3,20-dione (2868-02-2)

Guidance literature:

Multi-step reaction with 9 steps

1: 84 percent / p-toluenesulfonic acid / 6 h / 110 °C

2: 40 percent / tetrahydrofuran / 24 h / Heating

3: 80 percent / p-toluenesulfonic acid, acetic acid / CH₂Cl₂ / 0.33 h / -10 °C

4: 5percent KOH / ethanol / 4 h / Heating

5: 197 mg / pyridinium chlorochromate / CH₂Cl₂ / 1 h / 30 °C

6: 96 percent / 30percent aq H₂O₂, 10percent aq NaOH / CH₂Cl₂; aq. ethanol / 48 h / 25 - 32 °C

7: 75 percent / LAH / tetrahydrofuran / 7 h / Heating

8: 0.95 g / 1) oxalyl chloride, DMSO, 2) triethylamine / CH₂Cl₂ / 2 h / -60 °C

9: 100 percent / p-toluenesulfonic acid / acetone / 15 h / 25 - 30 °C

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; dihydrogen peroxide; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; acetone;

DOI:10.1016/S0040-4020(01)86868-X

Reference yield:

3,3-ethylenedioxypregna-5,17(20)-dien-16-one (115040-30-7,115040-31-8) → 17α-hydroxy-16α-methylpregn-4-ene-3,20-dione (2868-02-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 40 percent / tetrahydrofuran / 24 h / Heating

2: 80 percent / p-toluenesulfonic acid, acetic acid / CH₂Cl₂ / 0.33 h / -10 °C

3: 5percent KOH / ethanol / 4 h / Heating

4: 197 mg / pyridinium chlorochromate / CH₂Cl₂ / 1 h / 30 °C

5: 96 percent / 30percent aq H₂O₂, 10percent aq NaOH / CH₂Cl₂; aq. ethanol / 48 h / 25 - 32 °C

6: 75 percent / LAH / tetrahydrofuran / 7 h / Heating

7: 0.95 g / 1) oxalyl chloride, DMSO, 2) triethylamine / CH₂Cl₂ / 2 h / -60 °C

8: 100 percent / p-toluenesulfonic acid / acetone / 15 h / 25 - 30 °C

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; dihydrogen peroxide; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; acetone;

DOI:10.1016/S0040-4020(01)86868-X

upstream raw materials:

(17Ξ)-20-acetoxy-16α-methyl-pregna-4,17(20)-dien-3-one

3,3-ethylenedioxy-17α-hydroxy-16α-methylpregn-5-en-20-one

5α.6β-Dichlor-17α-hydroxy-16α-methyl-allopregnandion-(3.20)

16-methylpregna-4,16-dien-3,20-dione

Refernces