{{(2R,3S,5R)-5-(4-bromophenyl)-2-{[(tert-butyldimethylsilyl)oxy]methyl}tetrahydrofuran-3-yl}oxy}(tert-butyl)dimethylsilane

Base Information

Chemical Name:{{(2R,3S,5R)-5-(4-bromophenyl)-2-{[(tert-butyldimethylsilyl)oxy]methyl}tetrahydrofuran-3-yl}oxy}(tert-butyl)dimethylsilane
CAS No.:912818-30-5
Molecular Formula:C₂₃H₄₁BrO₃Si₂
Molecular Weight:501.652
Hs Code.:

Synonyms:{{(2R,3S,5R)-5-(4-bromophenyl)-2-{[(tert-butyldimethylsilyl)oxy]methyl}tetrahydrofuran-3-yl}oxy}(tert-butyl)dimethylsilane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of {{(2R,3S,5R)-5-(4-bromophenyl)-2-{[(tert-butyldimethylsilyl)oxy]methyl}tetrahydrofuran-3-yl}oxy}(tert-butyl)dimethylsilane

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Technology Process of {{(2R,3S,5R)-5-(4-bromophenyl)-2-{[(tert-butyldimethylsilyl)oxy]methyl}tetrahydrofuran-3-yl}oxy}(tert-butyl)dimethylsilane

There total 6 articles about {{(2R,3S,5R)-5-(4-bromophenyl)-2-{[(tert-butyldimethylsilyl)oxy]methyl}tetrahydrofuran-3-yl}oxy}(tert-butyl)dimethylsilane 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: 93.0%

: 898828-50-7
4-(2'-deoxy-β-D-ribofuranosyl)-1-bromobenzene

: 18162-48-6
tert-butyldimethylsilyl chloride

: 912818-30-5
{{(2R,3S,5R)-5-(4-bromophenyl)-2-{[(tert-butyldimethylsilyl)oxy]methyl}tetrahydrofuran-3-yl}oxy}(tert-butyl)dimethylsilane

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1055/s-2008-1067038

Reference yield:

: 2-(4-bromo-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-ol

: 912818-30-5
{{(2R,3S,5R)-5-(4-bromophenyl)-2-{[(tert-butyldimethylsilyl)oxy]methyl}tetrahydrofuran-3-yl}oxy}(tert-butyl)dimethylsilane

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 6h;
DOI:10.1016/j.bmc.2006.05.072

Reference yield:

: 83159-91-5
3,5-di-O-(tert-butyldimethylsilyl)-2-deoxy-D-ribono-1,4-lactone

: 912818-30-5
{{(2R,3S,5R)-5-(4-bromophenyl)-2-{[(tert-butyldimethylsilyl)oxy]methyl}tetrahydrofuran-3-yl}oxy}(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: tetrahydrofuran; hexane / 1 h / -78 °C

2.1: 3.03 g / triethylsilane; BF₃*OEt₂ / CH₂Cl₂ / 6 h / -78 °C

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.bmc.2006.05.072