tert-butyldimethyl(((S)-1-((R)-oxiran-2-yl)-4-phenylbutan-2-yl)oxy)silane

Base Information

• Chemical Name: tert-butyldimethyl(((S)-1-((R)-oxiran-2-yl)-4-phenylbutan-2-yl)oxy)silane
• CAS No.: 1262870-69-8
• Molecular Formula: C₁₈H₃₀O₂Si
• Molecular Weight: 306.521
• Mol file: 1262870-69-8.mol

Synonyms:tert-butyldimethyl(((S)-1-((R)-oxiran-2-yl)-4-phenylbutan-2-yl)oxy)silane

Chemical Property of tert-butyldimethyl(((S)-1-((R)-oxiran-2-yl)-4-phenylbutan-2-yl)oxy)silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyldimethyl(((S)-1-((R)-oxiran-2-yl)-4-phenylbutan-2-yl)oxy)silane

There total 10 articles about tert-butyldimethyl(((S)-1-((R)-oxiran-2-yl)-4-phenylbutan-2-yl)oxy)silane 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: 89.0%

(2S,4S)-4-((tert-butyldimethylsilyl)oxy)-2-((methylsulfonyl)oxy)-6-phenylhexyl pivalate → tert-butyldimethyl(((S)-1-((R)-oxiran-2-yl)-4-phenylbutan-2-yl)oxy)silane (1262870-69-8)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1016/j.tetasy.2014.12.006

Reference yield: 79.0%

(2R,4S)-4-(tert-butyldimethylsilyloxy)-6-phenylhexane-1,2-diol (1262870-68-7) → tert-butyldimethyl(((S)-1-((R)-oxiran-2-yl)-4-phenylbutan-2-yl)oxy)silane (1262870-69-8)

Guidance literature:

(2R,4S)-4-(tert-butyldimethylsilyloxy)-6-phenylhexane-1,2-diol; With di(n-butyl)tin oxide; triethylamine; p-toluenesulfonyl chloride; In dichloromethane; at 20 ℃; Inert atmosphere;

With potassium carbonate; In methanol; at 0 ℃; for 1h;

DOI:10.1002/ejoc.201001221

Reference yield:

1-(oxiran-2-yl)-4-phenylbutan-2-ol → tert-butyldimethyl(((S)-1-((R)-oxiran-2-yl)-4-phenylbutan-2-yl)oxy)silane (1262870-69-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1H-imidazole / dichloromethane / 1 h / 0 °C

2: (S,S)-(salen)cobalt(III)(OAc); water / tetrahydrofuran / 14 h / 0 - 25 °C

3: dmap; triethylamine / dichloromethane

4: dmap; triethylamine / dichloromethane

5: potassium carbonate / methanol

With 1H-imidazole; dmap; (S,S)-(salen)cobalt(III)(OAc); water; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.tetasy.2014.12.006

upstream raw materials:

(2R,4S)-4-(tert-butyldimethylsilyloxy)-6-phenylhexane-1,2-diol

3-phenyl-propionaldehyde

1-phenylhex-5-en-3-ol

Downstream raw materials:

(3S,5R)-5,6-epoxy-1-phenyl-3-hexanol

yashabushidiol B (1,7-diphenylheptane-(3R)-(5R)-diol)