4-<(metoxycarbonyl)methyl>sulphonyl-5-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole

Base Information

• Chemical Name: 4-<(metoxycarbonyl)methyl>sulphonyl-5-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole
• CAS No.: 129548-74-9
• Molecular Formula: C₃₂H₂₇N₃O₁₃S
• Molecular Weight: 693.645

Synonyms:4-<(metoxycarbonyl)methyl>sulphonyl-5-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole

Chemical Property of 4-<(metoxycarbonyl)methyl>sulphonyl-5-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole

Chemical Property:

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Technology Process of 4-<(metoxycarbonyl)methyl>sulphonyl-5-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole

There total 3 articles about 4-<(metoxycarbonyl)methyl>sulphonyl-5-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole 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: 73.0%

4-<(metoxycarbonyl)methyl>thio-5-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole (129548-72-7) → 4-<(metoxycarbonyl)methyl>sulphonyl-5-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole (129548-74-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 19h;

DOI:10.1039/P19900000955

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → 4-<(metoxycarbonyl)methyl>sulphonyl-5-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole (129548-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) TMSCl, 2) TMSOTf / 1) HMDS, xylene, 130 deg C, 1h, 2) CH₃CN, 90 s

2: 73 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 19 h / 20 °C

With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1039/P19900000955

Reference yield:

4(5)-thio-5(4)-nitroimidazole (129548-71-6) → 4-<(metoxycarbonyl)methyl>sulphonyl-5-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole (129548-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) TMSCl, 2) TMSOTf / 1) HMDS, xylene, 130 deg C, 1h, 2) CH₃CN, 90 s

2: 73 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 19 h / 20 °C

With chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1039/P19900000955

upstream raw materials:

4-<(metoxycarbonyl)methyl>thio-5-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

4(5)-thio-5(4)-nitroimidazole

Downstream raw materials:

5-amino-4-<(metoxycarbonyl)methyl>sulphonyl-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole

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