3,3:20,20-bis(ethylenedioxy)<15β-2H>pregn-5-en-15α-ol p-toluenesulfonate

Base Information

• Chemical Name: 3,3:20,20-bis(ethylenedioxy)<15β-2H>pregn-5-en-15α-ol p-toluenesulfonate
• CAS No.: 85098-43-7
• Molecular Formula: C₃₂H₄₄O₇S
• Molecular Weight: 573.755
• Mol file: 85098-43-7.mol

Synonyms:

Chemical Property of 3,3:20,20-bis(ethylenedioxy)<15β-2H>pregn-5-en-15α-ol p-toluenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,3:20,20-bis(ethylenedioxy)<15β-2H>pregn-5-en-15α-ol p-toluenesulfonate

There total 6 articles about 3,3:20,20-bis(ethylenedioxy)<15β-2H>pregn-5-en-15α-ol p-toluenesulfonate 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:

15α-hydroxyprogesterone (600-73-7) → 3,3:20,20-bis(ethylenedioxy)<15β-2H>pregn-5-en-15α-ol p-toluenesulfonate (85098-43-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 0.89 g / p-toluenesulfonic acid monohydrate / benzene / 18 h / Heating

2: chromium trioxide / pyridine / 48 h / Ambient temperature

3: 0.65 g / sodium borodeuteride / methanol / 24 h / Ambient temperature

4: 0.4 g / p-toluenesulfonyl chloride / pyridine / 15 h / 5 °C

5: 1.) borane, 2.) 3M NaOH, 30percent hydrogen peroxide / 1.) THF, room temp., 2h, 2.) water, room temp., 2h

6: 0.2 g / pyridine / 15 h / 5 °C

With chromium(VI) oxide; sodium hydroxide; sodium borodeuteride; borane; dihydrogen peroxide; toluene-4-sulfonic acid; p-toluenesulfonyl chloride; In pyridine; methanol; benzene;

DOI:10.1021/jo00157a003

Reference yield:

3,3:20,20-bis(ethylenedioxy)pregn-5-en-15α-ol (24377-04-6) → 3,3:20,20-bis(ethylenedioxy)<15β-2H>pregn-5-en-15α-ol p-toluenesulfonate (85098-43-7)

Guidance literature:

Multi-step reaction with 5 steps

1: chromium trioxide / pyridine / 48 h / Ambient temperature

2: 0.65 g / sodium borodeuteride / methanol / 24 h / Ambient temperature

3: 0.4 g / p-toluenesulfonyl chloride / pyridine / 15 h / 5 °C

4: 1.) borane, 2.) 3M NaOH, 30percent hydrogen peroxide / 1.) THF, room temp., 2h, 2.) water, room temp., 2h

5: 0.2 g / pyridine / 15 h / 5 °C

With chromium(VI) oxide; sodium hydroxide; sodium borodeuteride; borane; dihydrogen peroxide; p-toluenesulfonyl chloride; In pyridine; methanol;

DOI:10.1021/jo00157a003

Reference yield:

3,3:20,20-bis(ethylenedioxy)pregn-5-en-15-one (24377-05-7) → 3,3:20,20-bis(ethylenedioxy)<15β-2H>pregn-5-en-15α-ol p-toluenesulfonate (85098-43-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 0.65 g / sodium borodeuteride / methanol / 24 h / Ambient temperature

2: 0.4 g / p-toluenesulfonyl chloride / pyridine / 15 h / 5 °C

3: 1.) borane, 2.) 3M NaOH, 30percent hydrogen peroxide / 1.) THF, room temp., 2h, 2.) water, room temp., 2h

4: 0.2 g / pyridine / 15 h / 5 °C

With sodium hydroxide; sodium borodeuteride; borane; dihydrogen peroxide; p-toluenesulfonyl chloride; In pyridine; methanol;

DOI:10.1021/jo00157a003

upstream raw materials:

3,3:20,20-bis(ethylenedioxy)<15β-2H>pregn-5-en-15α-ol

p-toluenesulfonyl chloride

15α-hydroxyprogesterone

3,3:20,20-bis(ethylenedioxy)pregn-5-en-15α-ol

Refernces