1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-4-hydroxy-2-pyridone

Base Information

• Chemical Name: 1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-4-hydroxy-2-pyridone
• CAS No.: 1029931-13-2
• Molecular Formula: C₂₅H₂₅NO₆
• Molecular Weight: 435.477

Synonyms:1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-4-hydroxy-2-pyridone

Chemical Property of 1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-4-hydroxy-2-pyridone

Chemical Property:

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Technology Process of 1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-4-hydroxy-2-pyridone

There total 1 articles about 1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-4-hydroxy-2-pyridone 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: 98.0%

1-(2-O-acetyl-3,5-di-O-benzyl-4-p-toluenesulfonyloxymethyl-β-D-ribofuranosyl)-4-hydroxy-2-pyridone (1029931-12-1) → 1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-4-hydroxy-2-pyridone (1029931-13-2)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 9h;

DOI:10.1016/j.bmc.2007.12.043

Reference yield: 100.0%

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) + 1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-4-hydroxy-2-pyridone (1029931-13-2) → 1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-4-(2,4,6-triisopropylbenzenesulfonyloxy)pyridin-2-one

Guidance literature:

With dmap; triethylamine; In dichloromethane; at -40 ℃; for 11h; Inert atmosphere;

DOI:10.1039/c4ob01760a

Reference yield: 98.0%

1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-4-hydroxy-2-pyridone (1029931-13-2) + p-toluenesulfonyl chloride (98-59-9) → 1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-4-p-toluenesulfonyloxy-2-pyridone (1029931-15-4)

Guidance literature:

With triethylamine; In dichloromethane; at -50 ℃; for 3h;

DOI:10.1016/j.bmc.2007.12.043

upstream raw materials:

1-(2-O-acetyl-3,5-di-O-benzyl-4-p-toluenesulfonyloxymethyl-β-D-ribofuranosyl)-4-hydroxy-2-pyridone

Downstream raw materials:

1-(3,5-di-O-benzyl-2-O,4-C-methylene-β-D-ribofuranosyl)-4-p-toluenesulfonyloxy-2-pyridone

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