26-hydroxy-22-(phenylsulfonyl)spiro<4,24-cholestadiene-3,2'-(1',3'-dithiacyclohexane)>

Base Information

• Chemical Name: 26-hydroxy-22-(phenylsulfonyl)spiro<4,24-cholestadiene-3,2'-(1',3'-dithiacyclohexane)>
• CAS No.: 85895-31-4
• Molecular Formula: C₃₆H₅₂O₃S₃
• Molecular Weight: 629.005
• Mol file: 85895-31-4.mol

Synonyms:26-hydroxy-22-(phenylsulfonyl)spiro<4,24-cholestadiene-3,2'-(1',3'-dithiacyclohexane)>

Chemical Property of 26-hydroxy-22-(phenylsulfonyl)spiro<4,24-cholestadiene-3,2'-(1',3'-dithiacyclohexane)>

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 26-hydroxy-22-(phenylsulfonyl)spiro<4,24-cholestadiene-3,2'-(1',3'-dithiacyclohexane)>

There total 11 articles about 26-hydroxy-22-(phenylsulfonyl)spiro<4,24-cholestadiene-3,2'-(1',3'-dithiacyclohexane)> 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: 70.0%

24-(phenylsulfinyl)-22-(phenylsulfonyl)spiro<4,24-cholestadiene-3,2'-(1',3'-dithiacyclohexane)> (85895-29-0) → 26-hydroxy-22-(phenylsulfonyl)spiro<4,24-cholestadiene-3,2'-(1',3'-dithiacyclohexane)> (85895-31-4)

Guidance literature:

With sodium ethanolate; In ethanol; at 70 ℃; for 2h;

DOI:10.1021/ja00353a037

Reference yield:

3-methyl-butan-2-one (563-80-4) → 26-hydroxy-22-(phenylsulfonyl)spiro<4,24-cholestadiene-3,2'-(1',3'-dithiacyclohexane)> (85895-31-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 68 percent / phosphorus pentoxide / CH₂Cl₂ / 18 h

2: 1.) NBS, 2.) lithium bromide / 1.) acetonitrile, 5 min, 2.) 2.5 h

3: 66.5 percent / MCPBA / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) -78 deg C -> room temperature, 1.5 h

4: 1.) n-butyllithium, TMEDA, 2.) hexamethylphosphoramide / 1.) THF, -78 deg C, 1 h, 2.) -78 deg C, 15 min; -78 deg C -> -45 deg C , 1 h

5: 70 percent / sodium ethoxide / ethanol / 2 h / 70 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; phosphorus pentaoxide; N-Bromosuccinimide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sodium ethanolate; 3-chloro-benzenecarboperoxoic acid; lithium bromide; In ethanol; dichloromethane;

DOI:10.1021/ja00353a037

Reference yield:

1,2-dimethylprop-1-enyl phenyl sulfide (17414-02-7) → 26-hydroxy-22-(phenylsulfonyl)spiro<4,24-cholestadiene-3,2'-(1',3'-dithiacyclohexane)> (85895-31-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NBS, 2.) lithium bromide / 1.) acetonitrile, 5 min, 2.) 2.5 h

2: 66.5 percent / MCPBA / CH₂Cl₂ / 1.) -78 deg C, 1 h, 2.) -78 deg C -> room temperature, 1.5 h

3: 1.) n-butyllithium, TMEDA, 2.) hexamethylphosphoramide / 1.) THF, -78 deg C, 1 h, 2.) -78 deg C, 15 min; -78 deg C -> -45 deg C , 1 h

4: 70 percent / sodium ethoxide / ethanol / 2 h / 70 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; sodium ethanolate; 3-chloro-benzenecarboperoxoic acid; lithium bromide; In ethanol; dichloromethane;

DOI:10.1021/ja00353a037

upstream raw materials:

24-(phenylsulfinyl)-22-(phenylsulfonyl)spiro<4,24-cholestadiene-3,2'-(1',3'-dithiacyclohexane)>

3-methyl-butan-2-one

1,2-dimethylprop-1-enyl phenyl sulfide

(20S)-20-hydroxymethylpregn-4-en-3-one