4-[3',5'-di-O-(2-tetrahydro-2H-pyranyl)-2'-deoxy-β-D-ribofuranosyl]-1-bromobenzene

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Chemical Name:4-[3',5'-di-O-(2-tetrahydro-2H-pyranyl)-2'-deoxy-β-D-ribofuranosyl]-1-bromobenzene
CAS No.:912818-32-7
Molecular Formula:C₂₁H₂₉BrO₅
Molecular Weight:441.362
Hs Code.:

Synonyms:4-[3',5'-di-O-(2-tetrahydro-2H-pyranyl)-2'-deoxy-β-D-ribofuranosyl]-1-bromobenzene

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Chemical Property of 4-[3',5'-di-O-(2-tetrahydro-2H-pyranyl)-2'-deoxy-β-D-ribofuranosyl]-1-bromobenzene

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Technology Process of 4-[3',5'-di-O-(2-tetrahydro-2H-pyranyl)-2'-deoxy-β-D-ribofuranosyl]-1-bromobenzene

There total 6 articles about 4-[3',5'-di-O-(2-tetrahydro-2H-pyranyl)-2'-deoxy-β-D-ribofuranosyl]-1-bromobenzene 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: 78.0%

: 110-87-2
3,4-dihydro-2H-pyran

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

: 912818-32-7
4-[3',5'-di-O-(2-tetrahydro-2H-pyranyl)-2'-deoxy-β-D-ribofuranosyl]-1-bromobenzene

Guidance literature:: With toluene-4-sulfonic acid; In tetrahydrofuran; at 20 ℃; for 16h;
DOI:10.1016/j.bmc.2006.05.072

Reference yield:

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

: 912818-32-7
4-[3',5'-di-O-(2-tetrahydro-2H-pyranyl)-2'-deoxy-β-D-ribofuranosyl]-1-bromobenzene

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / acetic acid; tert-butylammonium fluoride / tetrahydrofuran / -10 - 20 °C

2: 78 percent / p-toluenesulfonic acid / tetrahydrofuran / 16 h / 20 °C

With tert-butyl-ammonium fluoride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran;
DOI:10.1016/j.bmc.2006.05.072

Reference yield:

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

: 912818-32-7
4-[3',5'-di-O-(2-tetrahydro-2H-pyranyl)-2'-deoxy-β-D-ribofuranosyl]-1-bromobenzene

Guidance literature:: Multi-step reaction with 3 steps

1: 3.03 g / triethylsilane; BF₃*OEt₂ / CH₂Cl₂ / 6 h / -78 °C

2: 75 percent / acetic acid; tert-butylammonium fluoride / tetrahydrofuran / -10 - 20 °C

3: 78 percent / p-toluenesulfonic acid / tetrahydrofuran / 16 h / 20 °C

With triethylsilane; tert-butyl-ammonium fluoride; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2006.05.072