N⁶-benzoyl-9-[3-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-α-D-erythro-pentofuranosyl]adenine

Base Information

• Chemical Name: N⁶-benzoyl-9-[3-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-α-D-erythro-pentofuranosyl]adenine
• CAS No.: 858672-59-0
• Molecular Formula: C₄₃H₃₇N₅O₁₁
• Molecular Weight: 799.794

Synonyms:N⁶-benzoyl-9-[3-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-α-D-erythro-pentofuranosyl]adenine

Chemical Property of N⁶-benzoyl-9-[3-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-α-D-erythro-pentofuranosyl]adenine

Chemical Property:

Purity/Quality:

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Technology Process of N⁶-benzoyl-9-[3-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-α-D-erythro-pentofuranosyl]adenine

There total 6 articles about N⁶-benzoyl-9-[3-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-α-D-erythro-pentofuranosyl]adenine 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: 80.0%

N6-benzoyl-9-[5-O-tert-butyldiphenylsilyl-3-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-α-D-erythro-pentofuranosyl]adenine (858672-57-8) → N6-benzoyl-9-[3-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-α-D-erythro-pentofuranosyl]adenine (858672-59-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.75h;

DOI:10.1081/NCN-200040627

Reference yield:

N6-benzoyl-9-[5-O-tert-butyldiphenylsilyl-3-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-D-erythro-pentofuranosyl]adenine → N6-benzoyl-9-[3-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-β-D-erythro-pentofuranosyl]adenine + N6-benzoyl-9-[3-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-α-D-erythro-pentofuranosyl]adenine (858672-59-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.75h;

DOI:10.1081/NCN-200040627

Reference yield:

N-benzoyladenine (4005-49-6) → N6-benzoyl-9-[3-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-α-D-erythro-pentofuranosyl]adenine (858672-59-0)

Guidance literature:

Multi-step reaction with 2 steps

1: bis(trimethylsilyl)acetamide; trimethylsilyl trifluoromethanesulfonate / acetonitrile; 1,2-dichloro-ethane / 2.5 h / Heating

2: 80 percent / tetrabutylammonium fluoride trihydrate / tetrahydrofuran / 0.75 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; bis-(trimethylsilyl)acetamide; In tetrahydrofuran; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1081/NCN-200040627

upstream raw materials:

N⁶-benzoyl-9-[5-O-tert-butyldiphenylsilyl-3-O-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-2-deoxy-α-D-erythro-pentofuranosyl]adenine

N-benzoyladenine

N₆-benzoyl-2'-deoxyadenosine

6-N-benzoyl-5'-O-tert-butyldiphenylsilyl-2'-deoxy-N-6-benzoyladenosine

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