4-(tert-butyldimethylsilyloxymethyl)-3-(phenylsulfonyl)pent-4-en-2-ol

Base Information

• Chemical Name: 4-(tert-butyldimethylsilyloxymethyl)-3-(phenylsulfonyl)pent-4-en-2-ol
• CAS No.: 1301750-54-8
• Molecular Formula: C₁₈H₃₀O₄SSi
• Molecular Weight: 370.585
• Mol file: 1301750-54-8.mol

Synonyms:4-(tert-butyldimethylsilyloxymethyl)-3-(phenylsulfonyl)pent-4-en-2-ol

Chemical Property of 4-(tert-butyldimethylsilyloxymethyl)-3-(phenylsulfonyl)pent-4-en-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(tert-butyldimethylsilyloxymethyl)-3-(phenylsulfonyl)pent-4-en-2-ol

There total 3 articles about 4-(tert-butyldimethylsilyloxymethyl)-3-(phenylsulfonyl)pent-4-en-2-ol 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: 68.0%

acetaldehyde (75-07-0,9002-91-9) + 2-(tert-butyldimethylsilyloxymethyl)-1-(phenylsulfonyl)prop-2-ene → 4-(tert-butyldimethylsilyloxymethyl)-3-(phenylsulfonyl)pent-4-en-2-ol (1301750-54-8)

Guidance literature:

2-(tert-butyldimethylsilyloxymethyl)-1-(phenylsulfonyl)prop-2-ene; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.75h;

acetaldehyde; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2010.10.096

Reference yield:

3-hydroxy 2-methylene propanesulfonyl benzene (117037-30-6) → 4-(tert-butyldimethylsilyloxymethyl)-3-(phenylsulfonyl)pent-4-en-2-ol (1301750-54-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1H-imidazole / dichloromethane / 15 h / 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.75 h / -78 °C

2.2: 0.5 h / -78 °C

With 1H-imidazole; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetlet.2010.10.096

Reference yield:

3-hydroxy 2-methylene propanesulfonyl benzene (117037-30-6) + tert-butyldimethylsilyl chloride (18162-48-6) → 4-(tert-butyldimethylsilyloxymethyl)-3-(phenylsulfonyl)pent-4-en-2-ol (1301750-54-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1H-imidazole / dichloromethane / 15 h / 0 - 20 °C / Inert atmosphere

2.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; 2.1: |Aldol Addition / 2.2: |Aldol Addition;

DOI:10.1016/j.tet.2019.130734

upstream raw materials:

3-hydroxy 2-methylene propanesulfonyl benzene

acetaldehyde

tert-butyldimethylsilyl chloride