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

Base Information

• Chemical Name: 5-(N-((Methoxycarbonyl)methyl)carbamoyl)-4-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole
• CAS No.: 129966-69-4
• Molecular Formula: C₃₃H₂₈N₄O₁₂
• Molecular Weight: 672.605

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

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

Chemical Property:

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

There total 5 articles about 5-(N-((Methoxycarbonyl)methyl)carbamoyl)-4-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:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → 5-(N-((Methoxycarbonyl)methyl)carbamoyl)-4-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole (129966-69-4)

Guidance literature:

Multi-step reaction with 3 steps

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

3: CH₂Cl₂ / 2 h / Ambient temperature

With dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/jo00310a021

Reference yield:

4-Nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-imidazole-5-carboxylic Acid (129966-66-1) → 5-(N-((Methoxycarbonyl)methyl)carbamoyl)-4-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole (129966-69-4)

Guidance literature:

Multi-step reaction with 2 steps

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

2: CH₂Cl₂ / 2 h / Ambient temperature

With dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; acetonitrile;

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) + methoxycarbonylmethylamine (616-34-2) → 5-(N-((Methoxycarbonyl)methyl)carbamoyl)-4-nitro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole (129966-69-4)

Guidance literature:

In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jo00310a021

upstream raw materials:

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

5⁽⁴⁾-nitro-4⁽⁵⁾-(N-methoxycarbonylmethyl)carbamoyl-1⁽³⁾H-imidazole

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

methoxycarbonylmethylamine

Downstream raw materials:

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

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