(20S,25R)-1α-[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(tert-butyldimethyl-silyl)oxy]-19,26-dinor-22-(E)-ene-vitamin D3 tert-butyldimethylsilyl ether

Base Information

• Chemical Name: (20S,25R)-1α-[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(tert-butyldimethyl-silyl)oxy]-19,26-dinor-22-(E)-ene-vitamin D3 tert-butyldimethylsilyl ether
• CAS No.: 1204226-31-2
• Molecular Formula: C₄₄H₈₂O₃Si₃
• Molecular Weight: 743.39

Synonyms:(20S,25R)-1α-[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(tert-butyldimethyl-silyl)oxy]-19,26-dinor-22-(E)-ene-vitamin D3 tert-butyldimethylsilyl ether

Chemical Property of (20S,25R)-1α-[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(tert-butyldimethyl-silyl)oxy]-19,26-dinor-22-(E)-ene-vitamin D3 tert-butyldimethylsilyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (20S,25R)-1α-[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(tert-butyldimethyl-silyl)oxy]-19,26-dinor-22-(E)-ene-vitamin D3 tert-butyldimethylsilyl ether

There total 5 articles about (20S,25R)-1α-[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(tert-butyldimethyl-silyl)oxy]-19,26-dinor-22-(E)-ene-vitamin D3 tert-butyldimethylsilyl ether 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: 48.0%

(20S)-des-A,B-20-[(4'R)-(tert-butyldimethylsilyl)oxy-pent-(1'E)-en-yl]-pregnan-8-one (1204226-29-8) + [2-[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-methylenecyclohexylidene]ethyl]diphenylphosphine oxide (213250-64-7) → (20S,25R)-1α-[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(tert-butyldimethyl-silyl)oxy]-19,26-dinor-22-(E)-ene-vitamin D3 tert-butyldimethylsilyl ether (1204226-31-2)

Guidance literature:

[2-[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-methylenecyclohexylidene]ethyl]diphenylphosphine oxide; With phenyllithium; In tetrahydrofuran; dibutyl ether; at -20 ℃; Inert atmosphere;

(20S)-des-A,B-20-[(4'R)-(tert-butyldimethylsilyl)oxy-pent-(1'E)-en-yl]-pregnan-8-one; In tetrahydrofuran; at -78 - 0 ℃; Inert atmosphere;

Reference yield:

(8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-(tertbutyldimethylsilyl)oxy-pent-(1'E)-en-yl]-pregnane (1204226-26-5) → (20S,25R)-1α-[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(tert-butyldimethyl-silyl)oxy]-19,26-dinor-22-(E)-ene-vitamin D3 tert-butyldimethylsilyl ether (1204226-31-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / ethanol / 18 h / Reflux

2.1: dipyridinium dichromate; pyridinium p-toluenesulfonate / dichloromethane / 3 h / 20 °C

3.1: phenyllithium / tetrahydrofuran; dibutyl ether / 0.5 h / -20 °C / Inert atmosphere

3.2: 23 h / -78 - 4 °C / Inert atmosphere

With dipyridinium dichromate; pyridinium p-toluenesulfonate; phenyllithium; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; dibutyl ether; 3.1: |Wittig-Horner Reaction;

DOI:10.1016/j.steroids.2014.01.012

Reference yield:

(8S,20S)-des-A,B-20-[(4R)-tert-butyldimethylsilyloxy-pent-(1E)-enyl]pregnan-8-ol (1204226-28-7) → (20S,25R)-1α-[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(tert-butyldimethyl-silyl)oxy]-19,26-dinor-22-(E)-ene-vitamin D3 tert-butyldimethylsilyl ether (1204226-31-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dipyridinium dichromate; pyridinium p-toluenesulfonate / dichloromethane / 3 h / 20 °C

2.1: phenyllithium / tetrahydrofuran; dibutyl ether / 0.5 h / -20 °C / Inert atmosphere

2.2: 23 h / -78 - 4 °C / Inert atmosphere

With dipyridinium dichromate; pyridinium p-toluenesulfonate; phenyllithium; In tetrahydrofuran; dichloromethane; dibutyl ether; 2.1: |Wittig-Horner Reaction;

DOI:10.1016/j.steroids.2014.01.012

upstream raw materials:

(20S)-des-A,B-20-[(4'R)-(tert-butyldimethylsilyl)oxy-pent-(1'E)-en-yl]-pregnan-8-one

[2-[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

(8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-hydroxy-pent-(1'E)-en-yl]-pregnane

(8S,20S)-des-A,B-8-benzoyloxy-20-[(4'R)-(tertbutyldimethylsilyl)oxy-pent-(1'E)-en-yl]-pregnane

Downstream raw materials:

(20S,25R)-2-methylene-19,26-dinor-22-(E)-ene-1α,25-dihydroxyvitamin D3

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 1204226-31-2 (20S,25R)-1α-[(tert-butyldimethylsilyl)oxy]-2-methylene-25-[(tert-butyldimethyl-silyl)oxy]-19,26-dinor-22-(E)-ene-vitamin D3 tert-butyldimethylsilyl ether

Send

Send

Metric Ton KG G Pound L ML

Send

Send