1-((2S,3R)-3-(((1S,5R)-5-(tert-butyldimethylsiloxy)-2-(5-(4-(tert-butyldiphenylsiloxy)butyl)furan-2-yl)-1-methylcyclopent-2-en-1-yl)methyl)oxiran-2-yl)ethanone

Base Information

Chemical Name:1-((2S,3R)-3-(((1S,5R)-5-(tert-butyldimethylsiloxy)-2-(5-(4-(tert-butyldiphenylsiloxy)butyl)furan-2-yl)-1-methylcyclopent-2-en-1-yl)methyl)oxiran-2-yl)ethanone
CAS No.:1287695-76-4
Molecular Formula:C₄₁H₅₈O₅Si₂
Molecular Weight:687.08
Hs Code.:

1-((2S,3R)-3-(((1S,5R)-5-(tert-butyldimethylsiloxy)-2-(5-(4-(tert-butyldiphenylsiloxy)butyl)furan-2-yl)-1-methylcyclopent-2-en-1-yl)methyl)oxiran-2-yl)ethanone

Synonyms:1-((2S,3R)-3-(((1S,5R)-5-(tert-butyldimethylsiloxy)-2-(5-(4-(tert-butyldiphenylsiloxy)butyl)furan-2-yl)-1-methylcyclopent-2-en-1-yl)methyl)oxiran-2-yl)ethanone

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Chemical Property of 1-((2S,3R)-3-(((1S,5R)-5-(tert-butyldimethylsiloxy)-2-(5-(4-(tert-butyldiphenylsiloxy)butyl)furan-2-yl)-1-methylcyclopent-2-en-1-yl)methyl)oxiran-2-yl)ethanone

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Technology Process of 1-((2S,3R)-3-(((1S,5R)-5-(tert-butyldimethylsiloxy)-2-(5-(4-(tert-butyldiphenylsiloxy)butyl)furan-2-yl)-1-methylcyclopent-2-en-1-yl)methyl)oxiran-2-yl)ethanone

There total 7 articles about 1-((2S,3R)-3-(((1S,5R)-5-(tert-butyldimethylsiloxy)-2-(5-(4-(tert-butyldiphenylsiloxy)butyl)furan-2-yl)-1-methylcyclopent-2-en-1-yl)methyl)oxiran-2-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: 96.0%

: 1287695-75-3
(E)-5-((1S,5R)-5-(tert-butyldimethylsilyloxy)-2-(5-(4-(tert-butyldiphenylsiloxy)-butyl)furan-2-yl)-1-methylcyclopent-2-en-1-yl)pent-3-en-2-one

: 1287695-76-4
1-((2S,3R)-3-(((1S,5R)-5-(tert-butyldimethylsiloxy)-2-(5-(4-(tert-butyldiphenylsiloxy)butyl)furan-2-yl)-1-methylcyclopent-2-en-1-yl)methyl)oxiran-2-yl)ethanone

Guidance literature:: With 9-epi-9-amino-9-deoxyquinine; Cumene hydroperoxide; trifluoroacetic acid; In toluene; at 20 ℃; chemoselective reaction; Inert atmosphere;
DOI:10.1039/c1cc00087j

Reference yield:

: 1287695-82-2
(2R,3R)-2-allyl-3-(tert-butyldimethylsiloxy)-2-methylcyclopentanone

: 1287695-76-4
1-((2S,3R)-3-(((1S,5R)-5-(tert-butyldimethylsiloxy)-2-(5-(4-(tert-butyldiphenylsiloxy)butyl)furan-2-yl)-1-methylcyclopent-2-en-1-yl)methyl)oxiran-2-yl)ethanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran; hexane / 0 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: methanesulfonyl chloride; triethylamine / dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

3.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 20 °C / Inert atmosphere

4.1: 9-epi-9-amino-9-deoxyquinine; Cumene hydroperoxide; trifluoroacetic acid / toluene / 20 °C / Inert atmosphere

With 9-epi-9-amino-9-deoxyquinine; n-butyllithium; Hoveyda-Grubbs catalyst second generation; N,N,N,N,-tetramethylethylenediamine; Cumene hydroperoxide; methanesulfonyl chloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1039/c1cc00087j

Reference yield:

: 1287695-73-1
(((1R,2S)-2-allyl-3-(5-(4-(tert-butyldiphenylsiloxy)butyl)furan-2-yl)-2-methyl-cyclopent-3-en-1-yl)oxy)(tert-butyl)dimethylsilane

: 1287695-76-4
1-((2S,3R)-3-(((1S,5R)-5-(tert-butyldimethylsiloxy)-2-(5-(4-(tert-butyldiphenylsiloxy)butyl)furan-2-yl)-1-methylcyclopent-2-en-1-yl)methyl)oxiran-2-yl)ethanone

Guidance literature:: Multi-step reaction with 2 steps

1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 20 °C / Inert atmosphere

2: 9-epi-9-amino-9-deoxyquinine; Cumene hydroperoxide; trifluoroacetic acid / toluene / 20 °C / Inert atmosphere

With 9-epi-9-amino-9-deoxyquinine; Hoveyda-Grubbs catalyst second generation; Cumene hydroperoxide; trifluoroacetic acid; In dichloromethane; toluene;
DOI:10.1039/c1cc00087j