4,7-difluoro-3-(2,3,5-tri-O-benzoyl-2-C-methyl-β-D-ribofuranosyl)-imidazo[4,5-c]pyridine

Base Information

Chemical Name:4,7-difluoro-3-(2,3,5-tri-O-benzoyl-2-C-methyl-β-D-ribofuranosyl)-imidazo[4,5-c]pyridine
CAS No.:855006-76-7
Molecular Formula:C₃₃H₂₅F₂N₃O₇
Molecular Weight:613.574
Hs Code.:

Synonyms:4,7-difluoro-3-(2,3,5-tri-O-benzoyl-2-C-methyl-β-D-ribofuranosyl)-imidazo[4,5-c]pyridine

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Chemical Property of 4,7-difluoro-3-(2,3,5-tri-O-benzoyl-2-C-methyl-β-D-ribofuranosyl)-imidazo[4,5-c]pyridine

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Technology Process of 4,7-difluoro-3-(2,3,5-tri-O-benzoyl-2-C-methyl-β-D-ribofuranosyl)-imidazo[4,5-c]pyridine

There total 11 articles about 4,7-difluoro-3-(2,3,5-tri-O-benzoyl-2-C-methyl-β-D-ribofuranosyl)-imidazo[4,5-c]pyridine 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: 63.0%

: 15397-15-6
1,2,3,5-tetra-O-benzoyl-2-C-methyl-β-D-ribofuranose

: 855006-72-3
4,7-difluoro-imidazo[4,5-c]pyridine

: 855006-76-7
4,7-difluoro-3-(2,3,5-tri-O-benzoyl-2-C-methyl-β-D-ribofuranosyl)-imidazo[4,5-c]pyridine

: 855006-74-5
4,7-difluoro-1-(2,3,5-tri-O-benzoyl-2-C-methyl-β-D-ribofuranosyl)-imidazo[4,5-c]pyridine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 24h;
DOI:10.1016/j.tetlet.2005.03.190

Reference yield:

: 855006-67-6
N-(3-chloro-2,5-difluoropyridin-4-yl)phthalimide

: 855006-76-7
4,7-difluoro-3-(2,3,5-tri-O-benzoyl-2-C-methyl-β-D-ribofuranosyl)-imidazo[4,5-c]pyridine

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / aq. ammonium hydroxide / 1.5 h / 20 °C

2: 86 percent / triethylamine; H₂ / Pd/C / ethanol / 24 h / 2585.74 Torr

3: 73 percent / potassium nitrate; sulfuric acid / 1.42 h / 4 - 20 °C

4: 87 percent / sulfuric acid / 24 h / 20 °C

5: 95 percent / H₂ / Raney nickel / ethanol / 3 h / 1861.73 Torr

6: 78 percent / 1.5 h / 100 °C

7: 15 percent / TMSOTf; DBU / 1,2-dichloro-ethane / 24 h / 0 - 20 °C

With ammonium hydroxide; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium nitrate; triethylamine; palladium on activated charcoal; nickel; In ethanol; 1,2-dichloro-ethane;
DOI:10.1016/j.tetlet.2005.03.190

Reference yield:

: 189281-56-9
N-(3-chloro-2,5,6-trifluoropyridin-4-yl)phthalimide

: 855006-76-7
4,7-difluoro-3-(2,3,5-tri-O-benzoyl-2-C-methyl-β-D-ribofuranosyl)-imidazo[4,5-c]pyridine

Guidance literature:: Multi-step reaction with 10 steps

1: 83 percent / acetonitrile / 0.5 h / Heating

2: 95 percent / trifluoroacetic acid / 6 h / 70 °C

3: 100 percent / tert-butyl nitrite / tetrahydrofuran / 10 h / 60 °C

4: 84 percent / aq. ammonium hydroxide / 1.5 h / 20 °C

5: 86 percent / triethylamine; H₂ / Pd/C / ethanol / 24 h / 2585.74 Torr

6: 73 percent / potassium nitrate; sulfuric acid / 1.42 h / 4 - 20 °C

7: 87 percent / sulfuric acid / 24 h / 20 °C

8: 95 percent / H₂ / Raney nickel / ethanol / 3 h / 1861.73 Torr

9: 78 percent / 1.5 h / 100 °C

10: 15 percent / TMSOTf; DBU / 1,2-dichloro-ethane / 24 h / 0 - 20 °C

With ammonium hydroxide; tert.-butylnitrite; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium nitrate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; nickel; In tetrahydrofuran; ethanol; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1016/j.tetlet.2005.03.190