2,2'-anhydro-1-(5-benzamido-5-deoxy-3-O-methanesulfonyl-β-D-arabinofuranosyl)uracil

Base Information

• Chemical Name: 2,2'-anhydro-1-(5-benzamido-5-deoxy-3-O-methanesulfonyl-β-D-arabinofuranosyl)uracil
• CAS No.: 84045-15-8
• Molecular Formula: C₁₇H₁₇N₃O₇S
• Molecular Weight: 407.404

Synonyms:2,2'-anhydro-1-(5-benzamido-5-deoxy-3-O-methanesulfonyl-β-D-arabinofuranosyl)uracil

Chemical Property of 2,2'-anhydro-1-(5-benzamido-5-deoxy-3-O-methanesulfonyl-β-D-arabinofuranosyl)uracil

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Technology Process of 2,2'-anhydro-1-(5-benzamido-5-deoxy-3-O-methanesulfonyl-β-D-arabinofuranosyl)uracil

There total 10 articles about 2,2'-anhydro-1-(5-benzamido-5-deoxy-3-O-methanesulfonyl-β-D-arabinofuranosyl)uracil 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: 84.3%

benzoic acid anhydride (93-97-0) + 2,2'-anhydro-1-(5-azido-5-deoxy-3-O-methylsulfonyl-β-D-arabinofuranosyl)uracil (141917-13-7) → 2,2'-anhydro-1-(5-benzamido-5-deoxy-3-O-methanesulfonyl-β-D-arabinofuranosyl)uracil (84045-15-8)

Guidance literature:

With hydrogen; palladium; In methanol; for 24h; under 2625.2 Torr; Ambient temperature;

DOI:10.1039/P19920001065

Reference yield: 55.2%

5'-benzamido-5'-deoxy-2',3'-dimethylsulphonyloxyuridine (84045-13-6) → 2,2'-anhydro-1-(5-benzamido-5-deoxy-3-O-methanesulfonyl-β-D-arabinofuranosyl)uracil (84045-15-8)

Guidance literature:

With potassium phthalide; In 1,4-dioxane; for 24h; Heating;

Reference yield: 33.7%

benzoic acid anhydride (93-97-0) + 2,5'-imino-1-(3-O-methylsulfonyl-β-D-arabinofuranosyl)uracil (141947-32-2) → 2,2'-anhydro-1-(5-benzamido-5-deoxy-3-O-methanesulfonyl-β-D-arabinofuranosyl)uracil (84045-15-8) + 2,5'-imino-1-(2-O-benzoyl-3-O-methylsulfonyl-β-D-arabinofuranosyl)uracil (141917-36-4)

Guidance literature:

With pyridine; for 6h; Ambient temperature;

DOI:10.1039/P19920001065

upstream raw materials:

benzoyl chloride

2,5'-imino-1-(3-O-methylsulfonyl-β-D-arabinofuranosyl)uracil

benzoic acid anhydride

2,2'-anhydro-1-(5-azido-5-deoxy-3-O-methylsulfonyl-β-D-arabinofuranosyl)uracil

Downstream raw materials:

1-(5-benzamido-5-deoxy-3-methylsulfonyl-β-D-arabinofuranosyl)uracil

1-(5-benzamido-5-deoxy-β-D-lyxofuranosyl)uracil

1-(5-benzamido-5-deoxy-2,3-epoxy-β-D-lyxofuranosyl)uracil

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