N'-benzyloxy-5-(N-benzylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine

Base Information

• Chemical Name: N'-benzyloxy-5-(N-benzylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine
• CAS No.: 82305-09-7
• Molecular Formula: C₂₄H₂₇N₅O₆
• Molecular Weight: 481.508

Synonyms:N'-benzyloxy-5-(N-benzylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine

Chemical Property of N'-benzyloxy-5-(N-benzylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine

Chemical Property:

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Technology Process of N'-benzyloxy-5-(N-benzylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine

There total 2 articles about N'-benzyloxy-5-(N-benzylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine 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: 66.0%

benzyl bromide (100-39-0) + N'-benzyloxy-5-formamido-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine (50507-48-7) → N'-benzyloxy-5-(N-benzylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine (82305-09-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 30h; Ambient temperature;

DOI:10.1248/cpb.37.3200

Reference yield:

1-benzyloxyadenosine perchlorate monohydrate → N'-benzyloxy-5-(N-benzylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine (82305-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / 10percent NaOH / H₂O / 4 h / 40 °C / pH 9.5

2: 66 percent / K₂CO₃ / dimethylformamide / 30 h / Ambient temperature

With sodium hydroxide; potassium carbonate; In water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.37.3200

Reference yield:

N'-benzyloxy-5-(N-benzylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine (82305-09-7) → 5-(benzylamino)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamide (82305-11-1)

Guidance literature:

With sodium hydroxide; Yield given; Heating;

upstream raw materials:

benzyl bromide

N'-benzyloxy-5-formamido-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine

Downstream raw materials:

5-(Benzyl-formyl-amino)-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1H-imidazole-4-carboxamidine; compound with toluene-4-sulfonic acid

5-(benzylamino)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamide

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