9-(5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-α-D-ribofuranosyl)-N⁶-benzoyladenine

Base Information

• Chemical Name: 9-(5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-α-D-ribofuranosyl)-N⁶-benzoyladenine
• CAS No.: 585540-14-3
• Molecular Formula: C₂₄H₁₉ClFN₅O₄
• Molecular Weight: 495.897

Synonyms:9-(5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-α-D-ribofuranosyl)-N⁶-benzoyladenine

Chemical Property of 9-(5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-α-D-ribofuranosyl)-N⁶-benzoyladenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of 9-(5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-α-D-ribofuranosyl)-N⁶-benzoyladenine

There total 5 articles about 9-(5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-α-D-ribofuranosyl)-N⁶-benzoyladenine 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: 66.0%

N-benzoyladenine (4005-49-6) + methyl 5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-β-D-ribofuranoside (585540-11-0) → methyl 5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-α-D-ribofuranoside + 9-(5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-β-D-ribofuranosyl)-N6-benzoyladenine (585540-15-4) + 9-(5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-α-D-ribofuranosyl)-N6-benzoyladenine (585540-14-3)

Guidance literature:

N-benzoyladenine;

methyl 5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-β-D-ribofuranoside; With tin(IV) chloride; In 1,2-dichloro-ethane; acetonitrile; for 5h; Heating;

DOI:10.1021/jo0340859

Reference yield:

methyl 5-O-benzyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabino-furanoside (126716-24-3) → 9-(5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-α-D-ribofuranosyl)-N6-benzoyladenine (585540-14-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 55 percent / LiCl / dimethylsulfoxide / 2 h / Heating

2.1: H₂ / Pd/C / ethanol / 18 h / 20 °C

3.1: 0.42 g / pyridine / 18 h / 20 °C

4.1: TMS-X

4.2: 9 percent / SnCl₄ / acetonitrile; 1,2-dichloro-ethane / 5 h / Heating

With pyridine; hydrogen; lithium chloride; palladium on activated charcoal; In ethanol; dimethyl sulfoxide;

DOI:10.1021/jo0340859

Reference yield:

methyl 5-O-benzyl-2-chloro-2,3-dideoxy-3-fluoro-β-D-ribofuranoside (585540-09-6) → 9-(5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-α-D-ribofuranosyl)-N6-benzoyladenine (585540-14-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: H₂ / Pd/C / ethanol / 18 h / 20 °C

2.1: 0.42 g / pyridine / 18 h / 20 °C

3.1: TMS-X

3.2: 9 percent / SnCl₄ / acetonitrile; 1,2-dichloro-ethane / 5 h / Heating

With pyridine; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jo0340859

upstream raw materials:

N-benzoyladenine

methyl 5-O-benzoyl-2-chloro-2,3-dideoxy-3-fluoro-β-D-ribofuranoside

methyl 5-O-benzoyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabinofuranoside

methyl 5-O-benzyl-2-O-tosyl-3-fluoro-3-deoxy-β-D-arabino-furanoside

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