N-Succinimidyl 4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-5-carboxylate

Base Information

• Chemical Name: N-Succinimidyl 4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-5-carboxylate
• CAS No.: 129966-67-2
• Molecular Formula: C₃₄H₂₆N₄O₁₃
• Molecular Weight: 698.599

Synonyms:N-Succinimidyl 4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-5-carboxylate

Chemical Property of N-Succinimidyl 4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-5-carboxylate

Chemical Property:

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Technology Process of N-Succinimidyl 4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-5-carboxylate

There total 2 articles about N-Succinimidyl 4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-5-carboxylate 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:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → N-Succinimidyl 4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-5-carboxylate (129966-67-2)

Guidance literature:

Multi-step reaction with 2 steps

2: dicyclohexyl carbodiimide / acetonitrile; tetrahydrofuran / 2 h / Ambient temperature

With dicyclohexyl-carbodiimide; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo00310a021

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-imidazole-5-carboxylic Acid (129966-66-1) → N-Succinimidyl 4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-5-carboxylate (129966-67-2)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; acetonitrile; for 2h; Ambient temperature;

DOI:10.1021/jo00310a021

Reference yield:

N-Succinimidyl 4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-5-carboxylate (129966-67-2) → 4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-imidazole-5-carboxamide (129966-71-8)

Guidance literature:

With ammonia; In tetrahydrofuran; acetonitrile; at 0 ℃; for 1h; Yield given;

DOI:10.1021/jo00310a021

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-imidazole-5-carboxylic Acid

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

Downstream raw materials:

4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-imidazole-5-carboxamide

5-(N-((Methoxycarbonyl)methyl)carbamoyl)-4-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole

4-Amino-5-(N-((methoxycarbonyl)methyl)carbamoyl)-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole

4-Nitro-1-β-D-ribofuranosylimidazole-5-carboxamide

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