2-(tert-butyldiphenylsilyloxy)-1-((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanone

Base Information

• Chemical Name: 2-(tert-butyldiphenylsilyloxy)-1-((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanone
• CAS No.: 1147271-06-4
• Molecular Formula: C₂₈H₃₈O₆Si
• Molecular Weight: 498.692
• Mol file: 1147271-06-4.mol

Synonyms:2-(tert-butyldiphenylsilyloxy)-1-((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanone

Chemical Property of 2-(tert-butyldiphenylsilyloxy)-1-((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(tert-butyldiphenylsilyloxy)-1-((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanone

There total 2 articles about 2-(tert-butyldiphenylsilyloxy)-1-((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanone 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: 94.0%

C28H40O6Si (1147271-05-3) → 2-(tert-butyldiphenylsilyloxy)-1-((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanone (1147271-06-4)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; sodium bromide; In water; ethyl acetate; toluene; at 0 ℃; for 2h;

DOI:10.1016/j.tetlet.2009.01.106

Reference yield: 70.0%

2-hydroxy-1-((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanone + tert-butylchlorodiphenylsilane (58479-61-1) → 2-(tert-butyldiphenylsilyloxy)-1-((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanone (1147271-06-4)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.tetasy.2010.07.006

Reference yield: 78.0%

2-(tert-butyldiphenylsilyloxy)-1-((4R,4'R,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanone (1147271-06-4) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → C32H44O7Si (1147271-07-5)

Guidance literature:

In toluene; for 5h; stereoselective reaction; Reflux;

DOI:10.1016/j.tetlet.2009.01.106

upstream raw materials:

C₂₈H₄₀O₆Si

tert-butylchlorodiphenylsilane

Downstream raw materials:

C₃₂H₄₄O₇Si

tert-butyldiphenyl(2-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)allyloxy)silane