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

Base Information

• Chemical Name: N'-benzyloxy-5-(N-isopropylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine
• CAS No.: 82305-10-0
• Molecular Formula: C₂₀H₂₇N₅O₆
• Molecular Weight: 433.464

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

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

Chemical Property:

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

There total 2 articles about N'-benzyloxy-5-(N-isopropylformamido)-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: 61.0%

2-iodo-propane (75-30-9) + N'-benzyloxy-5-formamido-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine (50507-48-7) → N'-benzyloxy-5-(N-isopropylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine (82305-10-0)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In N,N-dimethyl-formamide; at 30 ℃; for 48h;

DOI:10.1248/cpb.37.3200

Reference yield:

1-benzyloxyadenosine perchlorate monohydrate → N'-benzyloxy-5-(N-isopropylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine (82305-10-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 61 percent / K₂CO₃, 18-crown-6 / dimethylformamide / 48 h / 30 °C

With sodium hydroxide; 18-crown-6 ether; potassium carbonate; In water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.37.3200

Reference yield:

toluene-4-sulfonic acid (104-15-4) + N'-benzyloxy-5-(N-isopropylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine (82305-10-0) → 1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-(formyl-isopropyl-amino)-1H-imidazole-4-carboxamidine; compound with toluene-4-sulfonic acid

Guidance literature:

With hydrogen; nickel; In water; for 2h; Ambient temperature;

DOI:10.1248/cpb.37.3200

upstream raw materials:

2-iodo-propane

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

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