N⁶-benzoyl-9-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]adenine

Base Information

• Chemical Name: N⁶-benzoyl-9-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]adenine
• CAS No.: 280574-43-8
• Molecular Formula: C₄₆H₄₉N₅O₁₃
• Molecular Weight: 879.921

Synonyms:N⁶-benzoyl-9-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]adenine

Chemical Property of N⁶-benzoyl-9-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]adenine

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Technology Process of N⁶-benzoyl-9-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]adenine

There total 2 articles about N⁶-benzoyl-9-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-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: 65.0%

6-benzoylamino-9-trimethylsilylpurine (60855-35-8) + 5-O-benzyl-1,2-di-O-acetyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-α,β-D-ribo-pentofuranose (280574-41-6) → N6-benzoyl-9-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]adenine (280574-43-8)

Guidance literature:

With tin(IV) chloride; In acetonitrile; at 0 - 20 ℃;

DOI:10.1016/S0040-4039(00)00171-4

Reference yield:

N6-benzoyladenine (4005-49-6) + 5-O-benzyl-1,2-di-O-acetyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-α,β-D-ribo-pentofuranose (280574-41-6) → N6-benzoyl-9-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]adenine (280574-43-8)

Guidance literature:

N₆-benzoyladenine; With pyridine; 1,1,1,3,3,3-hexamethyl-disilazane; for 1h; Heating;

5-O-benzyl-1,2-di-O-acetyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-α,β-D-ribo-pentofuranose; With tin(IV) chloride; In acetonitrile; at 0 - 20 ℃; for 12h; Further stages.;

DOI:10.1021/jo0001333

Reference yield:

N6-benzoyl-9-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]adenine (280574-43-8) → N-{9-[(2R,3R,4S,5S)-4-((2R,3R,4S,5S,6R)-3-Benzyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylmethyl)-5-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/S0040-4039(00)00171-4

upstream raw materials:

6-benzoylamino-9-trimethylsilylpurine

5-O-benzyl-1,2-di-O-acetyl-3-deoxy-3-(3-O-benzyl-4,5,7-tri-O-acetyl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-α,β-D-ribo-pentofuranose

N₆-benzoyladenine

Downstream raw materials:

N⁶-benzoyl-9-[5-O-benzyl-3-deoxy-3-(3-O-benzyl-7-O-trityl-2,6-anhydro-1-deoxy-D-glycero-D-ido-heptitol-1-yl)-β-D-ribo-pentofuranosyl]adenine

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