tert-butyl(4-(5-((4R,5S)-4-(tert-butyldimethylsiloxy)-5-methyl-5-(((2R,3S)-3-(1-(triethylsiloxy)vinyl)oxiran-2-yl)methyl)cyclopent-1-en-1-yl)furan-2-yl)butoxyl)diphenylsilane

Base Information

Chemical Name:tert-butyl(4-(5-((4R,5S)-4-(tert-butyldimethylsiloxy)-5-methyl-5-(((2R,3S)-3-(1-(triethylsiloxy)vinyl)oxiran-2-yl)methyl)cyclopent-1-en-1-yl)furan-2-yl)butoxyl)diphenylsilane
CAS No.:1287695-77-5
Molecular Formula:C₄₇H₇₂O₅Si₃
Molecular Weight:801.342
Hs Code.:

tert-butyl(4-(5-((4R,5S)-4-(tert-butyldimethylsiloxy)-5-methyl-5-(((2R,3S)-3-(1-(triethylsiloxy)vinyl)oxiran-2-yl)methyl)cyclopent-1-en-1-yl)furan-2-yl)butoxyl)diphenylsilane

Synonyms:tert-butyl(4-(5-((4R,5S)-4-(tert-butyldimethylsiloxy)-5-methyl-5-(((2R,3S)-3-(1-(triethylsiloxy)vinyl)oxiran-2-yl)methyl)cyclopent-1-en-1-yl)furan-2-yl)butoxyl)diphenylsilane

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Chemical Property of tert-butyl(4-(5-((4R,5S)-4-(tert-butyldimethylsiloxy)-5-methyl-5-(((2R,3S)-3-(1-(triethylsiloxy)vinyl)oxiran-2-yl)methyl)cyclopent-1-en-1-yl)furan-2-yl)butoxyl)diphenylsilane

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Technology Process of tert-butyl(4-(5-((4R,5S)-4-(tert-butyldimethylsiloxy)-5-methyl-5-(((2R,3S)-3-(1-(triethylsiloxy)vinyl)oxiran-2-yl)methyl)cyclopent-1-en-1-yl)furan-2-yl)butoxyl)diphenylsilane

There total 8 articles about tert-butyl(4-(5-((4R,5S)-4-(tert-butyldimethylsiloxy)-5-methyl-5-(((2R,3S)-3-(1-(triethylsiloxy)vinyl)oxiran-2-yl)methyl)cyclopent-1-en-1-yl)furan-2-yl)butoxyl)diphenylsilane 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: 85.0%

: 994-30-9
triethylsilyl chloride

: 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

: 1287695-77-5
tert-butyl(4-(5-((4R,5S)-4-(tert-butyldimethylsiloxy)-5-methyl-5-(((2R,3S)-3-(1-(triethylsiloxy)vinyl)oxiran-2-yl)methyl)cyclopent-1-en-1-yl)furan-2-yl)butoxyl)diphenylsilane

Guidance literature:: 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; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere;

triethylsilyl chloride; In tetrahydrofuran; at -78 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1002/chem.201502890

Reference yield:

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

: 1287695-77-5
tert-butyl(4-(5-((4R,5S)-4-(tert-butyldimethylsiloxy)-5-methyl-5-(((2R,3S)-3-(1-(triethylsiloxy)vinyl)oxiran-2-yl)methyl)cyclopent-1-en-1-yl)furan-2-yl)butoxyl)diphenylsilane

Guidance literature:: Multi-step reaction with 5 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

5.1: lithium hexamethyldisilazane / tetrahydrofuran; hexane / -78 - 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; lithium hexamethyldisilazane; 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

: 1287695-77-5
tert-butyl(4-(5-((4R,5S)-4-(tert-butyldimethylsiloxy)-5-methyl-5-(((2R,3S)-3-(1-(triethylsiloxy)vinyl)oxiran-2-yl)methyl)cyclopent-1-en-1-yl)furan-2-yl)butoxyl)diphenylsilane

Guidance literature:: Multi-step reaction with 3 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

3: lithium hexamethyldisilazane / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

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