5-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2,5-dimethoxy-2,5-dihydro-2-furfurylamine

Base Information

Chemical Name:5-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2,5-dimethoxy-2,5-dihydro-2-furfurylamine
CAS No.:118970-21-1
Molecular Formula:C₃₃H₃₃NO₁₀
Molecular Weight:603.626
Hs Code.:

Synonyms:5-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2,5-dimethoxy-2,5-dihydro-2-furfurylamine

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Chemical Property of 5-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2,5-dimethoxy-2,5-dihydro-2-furfurylamine

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Technology Process of 5-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2,5-dimethoxy-2,5-dihydro-2-furfurylamine

There total 8 articles about 5-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2,5-dimethoxy-2,5-dihydro-2-furfurylamine 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: 80.4%

: 5-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2,5-dimethoxy-2,5-dihydro-2-furfurylazide

: 118970-21-1
5-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2,5-dimethoxy-2,5-dihydro-2-furfurylamine

Guidance literature:: With hydrogenchloride; zinc; In acetone; for 1h; Ambient temperature;
DOI:10.1002/jhet.5570250227

Reference yield:

: 86528-49-6
2-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)furan

: 118970-21-1
5-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2,5-dimethoxy-2,5-dihydro-2-furfurylamine

Guidance literature:: Multi-step reaction with 8 steps

1: 39 percent / p-toluenesulfonic acid / benzene / 3 h / Heating

2: 100 percent / ammonium bromide / 0.83 h / 20 - 25 °C / electrolyzed under current of 0.01 amp at 14V

3: 86.9 percent / CF₃COOH / CH₂Cl₂ / 0.17 h / Ambient temperature

4: 88 percent / NaBH₄ / methanol; tetrahydrofuran / 0.25 h / 0 °C

5: 87 percent / SOCl₂, pyridine / benzene / 3 h / 40 °C

6: 90 percent / sodium azide, 18-crown-6 / tetrahydrofuran; H₂O / r.t., 12 h then 65 degC, 3 h

7: 92 percent / sodium bicarbonate, bromine / ice bath

8: 80.4 percent / conc. hydrochloric acid, Zn (dust) / acetone / 1 h / Ambient temperature

With pyridine; hydrogenchloride; sodium tetrahydroborate; thionyl chloride; sodium azide; ammonium bromide; 18-crown-6 ether; bromine; sodium hydrogencarbonate; toluene-4-sulfonic acid; trifluoroacetic acid; zinc; In tetrahydrofuran; methanol; dichloromethane; water; acetone; benzene;
DOI:10.1002/jhet.5570250227

Reference yield:

: 108007-57-4
5-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-furancarboxaldehyde

: 118970-21-1
5-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2,5-dimethoxy-2,5-dihydro-2-furfurylamine

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / NaBH₄ / methanol; tetrahydrofuran / 0.25 h / 0 °C

2: 87 percent / SOCl₂, pyridine / benzene / 3 h / 40 °C

3: 90 percent / sodium azide, 18-crown-6 / tetrahydrofuran; H₂O / r.t., 12 h then 65 degC, 3 h

4: 92 percent / sodium bicarbonate, bromine / ice bath

5: 80.4 percent / conc. hydrochloric acid, Zn (dust) / acetone / 1 h / Ambient temperature

With pyridine; hydrogenchloride; sodium tetrahydroborate; thionyl chloride; sodium azide; 18-crown-6 ether; bromine; sodium hydrogencarbonate; zinc; In tetrahydrofuran; methanol; water; acetone; benzene;
DOI:10.1002/jhet.5570250227