3-O-acetyl-5-O-benzoyl-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-D-ribofuranosyl bromide

Base Information

Chemical Name:3-O-acetyl-5-O-benzoyl-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-D-ribofuranosyl bromide
CAS No.:93245-42-2
Molecular Formula:C₄₀H₃₅BrO₁₃
Molecular Weight:803.614
Hs Code.:

Synonyms:3-O-acetyl-5-O-benzoyl-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-D-ribofuranosyl bromide

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Chemical Property of 3-O-acetyl-5-O-benzoyl-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-D-ribofuranosyl bromide

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Technology Process of 3-O-acetyl-5-O-benzoyl-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-D-ribofuranosyl bromide

There total 6 articles about 3-O-acetyl-5-O-benzoyl-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-D-ribofuranosyl bromide 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:

: 93215-17-9
1,3-di-O-acetyl-5-O-benzoyl-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-β-D-ribofuranose

: 93245-42-2
3-O-acetyl-5-O-benzoyl-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-D-ribofuranosyl bromide

Guidance literature:: With titanium(IV) bromide; In dichloromethane; at 4 ℃; for 18h;
DOI:10.1016/0008-6215(84)85223-4

Reference yield:

: 93215-12-4
benzyl 5-O-benzoyl-β-D-ribofuranoside

: 93245-42-2
3-O-acetyl-5-O-benzoyl-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-D-ribofuranosyl bromide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) dibutyltin oxide / 1.) toluene, reflux, 3 h, 2.) N,N-dimethylformamide, 48 h, 70 deg C

2: 81 percent / silver triflate, Drierite / CH₂Cl₂ / 0.17 h / -25 °C

3: 65 percent / hydrogen, palladium oxide / methanol; ethyl acetate / Ambient temperature

4: 97 percent / pyridine / 3 h / Ambient temperature

5: 162 mg / TiBr₄ / CH₂Cl₂ / 18 h / 4 °C

With pyridine; palladium(II) oxide; calcium sulfate; hydrogen; silver trifluoromethanesulfonate; titanium(IV) bromide; di(n-butyl)tin oxide; In methanol; dichloromethane; ethyl acetate;
DOI:10.1016/0008-6215(84)85223-4

Reference yield:

: 93245-41-1
benzyl 5-O-benzoyl-3-O-benzyl-β-D-ribofuranoside

: 93245-42-2
3-O-acetyl-5-O-benzoyl-2-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-D-ribofuranosyl bromide

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / silver triflate, Drierite / CH₂Cl₂ / 0.17 h / -25 °C

2: 65 percent / hydrogen, palladium oxide / methanol; ethyl acetate / Ambient temperature

3: 97 percent / pyridine / 3 h / Ambient temperature

4: 162 mg / TiBr₄ / CH₂Cl₂ / 18 h / 4 °C

With pyridine; palladium(II) oxide; calcium sulfate; hydrogen; silver trifluoromethanesulfonate; titanium(IV) bromide; In methanol; dichloromethane; ethyl acetate;
DOI:10.1016/0008-6215(84)85223-4