3-(2,3-di-O-acetyl-5-O-sulfamoyl-β-D-ribofuranosyl)-4-oxo-1-phenyl-imidazolidine

Base Information

Chemical Name:3-(2,3-di-O-acetyl-5-O-sulfamoyl-β-D-ribofuranosyl)-4-oxo-1-phenyl-imidazolidine
CAS No.:160473-87-0
Molecular Formula:C₁₈H₂₃N₃O₉S
Molecular Weight:457.461
Hs Code.:

Synonyms:3-(2,3-di-O-acetyl-5-O-sulfamoyl-β-D-ribofuranosyl)-4-oxo-1-phenyl-imidazolidine

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Chemical Property of 3-(2,3-di-O-acetyl-5-O-sulfamoyl-β-D-ribofuranosyl)-4-oxo-1-phenyl-imidazolidine

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Technology Process of 3-(2,3-di-O-acetyl-5-O-sulfamoyl-β-D-ribofuranosyl)-4-oxo-1-phenyl-imidazolidine

There total 6 articles about 3-(2,3-di-O-acetyl-5-O-sulfamoyl-β-D-ribofuranosyl)-4-oxo-1-phenyl-imidazolidine 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: 45.0%

: 909576-62-1
1-phenyl-3-trimethylsilylimidazolidin-4-one

: 160473-70-1
5-O-sulfamoyl-1,2,3-tri-O-acetyl-β-D-ribofuranose

: 160473-87-0
3-(2,3-di-O-acetyl-5-O-sulfamoyl-β-D-ribofuranosyl)-4-oxo-1-phenyl-imidazolidine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 50 ℃; for 2h;
DOI:10.1016/S0040-4020(01)81336-3

Reference yield:

: 94482-37-8
5-O-triphenylmethyl-D-ribofuranose-1,2,3-triacetate

: 160473-87-0
3-(2,3-di-O-acetyl-5-O-sulfamoyl-β-D-ribofuranosyl)-4-oxo-1-phenyl-imidazolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 69 percent / H₂ / 5percent Pd/C / toluene; acetic acid / 40 h / Ambient temperature

2: 50 percent / 3M sulfamoyl chloride, CaCO₃ / dimethylformamide; CH₂Cl₂ / 1 h / Ambient temperature

3: 45 percent / Me₃SiOTf, DBU / acetonitrile / 2 h / 50 °C

With trimethylsilyl trifluoromethanesulfonate; sulphamoyl chloride; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; calcium carbonate; palladium on activated charcoal; In dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0040-4020(01)81336-3

Reference yield:

: 532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7
D-Ribose

: 160473-87-0
3-(2,3-di-O-acetyl-5-O-sulfamoyl-β-D-ribofuranosyl)-4-oxo-1-phenyl-imidazolidine

Guidance literature:: Multi-step reaction with 5 steps

1: 47 percent / pyridine / 1 h / 45 °C

2: 84 percent / Et₃N / toluene / Ambient temperature

3: 69 percent / H₂ / 5percent Pd/C / toluene; acetic acid / 40 h / Ambient temperature

4: 50 percent / 3M sulfamoyl chloride, CaCO₃ / dimethylformamide; CH₂Cl₂ / 1 h / Ambient temperature

5: 45 percent / Me₃SiOTf, DBU / acetonitrile / 2 h / 50 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; sulphamoyl chloride; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; calcium carbonate; palladium on activated charcoal; In dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0040-4020(01)81336-3