1-(β-D-5'-Dibenzylphosphoroyloxy-2',3'-Di-O-benzoylribofuranose)-5-nitroimidazole

Base Information

Chemical Name:1-(β-D-5'-Dibenzylphosphoroyloxy-2',3'-Di-O-benzoylribofuranose)-5-nitroimidazole
CAS No.:226940-26-7
Molecular Formula:C₃₆H₃₂N₃O₁₁P
Molecular Weight:713.637
Hs Code.:

Synonyms:1-(β-D-5'-Dibenzylphosphoroyloxy-2',3'-Di-O-benzoylribofuranose)-5-nitroimidazole

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Chemical Property of 1-(β-D-5'-Dibenzylphosphoroyloxy-2',3'-Di-O-benzoylribofuranose)-5-nitroimidazole

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Technology Process of 1-(β-D-5'-Dibenzylphosphoroyloxy-2',3'-Di-O-benzoylribofuranose)-5-nitroimidazole

There total 6 articles about 1-(β-D-5'-Dibenzylphosphoroyloxy-2',3'-Di-O-benzoylribofuranose)-5-nitroimidazole 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: 67.0%

: 1623-08-1
phosphoric acid dibenzyl ester

: 226940-25-6
1-(β-D-2',3'-Di-O-benzoylribofuranose)-5-nitroimidazole

: 226940-26-7
1-(β-D-5'-Dibenzylphosphoroyloxy-2',3'-Di-O-benzoylribofuranose)-5-nitroimidazole

Guidance literature:: With pyridine; triphenylphosphine; diethylazodicarboxylate; for 3h;
DOI:10.1055/s-1999-3500

Reference yield:

: 39110-68-4
2,3,5-tri-O-acetyl-D-ribofuranosyl bromide

: 226940-26-7
1-(β-D-5'-Dibenzylphosphoroyloxy-2',3'-Di-O-benzoylribofuranose)-5-nitroimidazole

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NH₄OH, AgNO₃, 2.) 4 Angstroem molecular sieves / 1.) H₂O, 10 min, 2.) xylene, reflux, 1 h

2: 95 percent / Et₃N, H₂O / methanol / Ambient temperature

3: 72 percent / imidazole / dimethylformamide / Ambient temperature

4: 87 percent / pyridine, DMAP / Ambient temperature

5: 76 percent / TBAF / tetrahydrofuran / 2 h

6: 67 percent / PPh₃, DEAD, pyridine / 3 h

With pyridine; 1H-imidazole; dmap; ammonium hydroxide; 4 A molecular sieve; tetrabutyl ammonium fluoride; water; silver nitrate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1055/s-1999-3500

Reference yield:

: 71478-12-1
5-nitro-1-(β-D-ribofuranosyl)imidazole

: 226940-26-7
1-(β-D-5'-Dibenzylphosphoroyloxy-2',3'-Di-O-benzoylribofuranose)-5-nitroimidazole

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / imidazole / dimethylformamide / Ambient temperature

2: 87 percent / pyridine, DMAP / Ambient temperature

3: 76 percent / TBAF / tetrahydrofuran / 2 h

4: 67 percent / PPh₃, DEAD, pyridine / 3 h

With pyridine; 1H-imidazole; dmap; tetrabutyl ammonium fluoride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-1999-3500