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

Base Information

• Chemical Name: N'-benzyloxy-5-(N-methylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine
• CAS No.: 72055-59-5
• Molecular Formula: C₁₈H₂₃N₅O₆
• Molecular Weight: 405.411
• Mol file: 72055-59-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about N'-benzyloxy-5-(N-methylformamido)-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: 86.0%

N-Benzyloxy-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-formylamino-1H-imidazole-4-carboxamidine (50507-48-7) + methyl iodide (74-88-4) → N'-benzyloxy-5-(N-methylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine (72055-59-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 9h; Ambient temperature;

DOI:10.1248/cpb.37.2601

Reference yield:

→ N-benzyloxy-5-(formyl-methyl-amino)-1-β-D-ribofuranosyl-1H-imidazole-4-carboximidic acid amide (72055-59-5)

Guidance literature:

Formamidoimidazol (1), MeI;

DOI:10.1039/c39790000135

Reference yield:

N'-benzyloxy-5-(N-methylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine (72055-59-5) → 3-methyladenine (5142-23-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 930 mg / H₂ / Raney Ni W-2 / H₂O / 1.17 h / Ambient temperature

2: 53 percent / Et₃N / methanol / 48 h / Ambient temperature

3: 0.1N HCl

With hydrogenchloride; hydrogen; triethylamine; Raney Ni W-2; In methanol; water;

DOI:10.1248/cpb.37.2601

upstream raw materials:

N-Benzyloxy-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-formylamino-1H-imidazole-4-carboxamidine

methyl iodide

Downstream raw materials:

5-(N-methylformamido)-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamidine p-tuluenesulfonate

3-methyladenine

3-methyladenosine p-toluenesulfonate