2-[(benzoyloxy)methyl]-6-phenyl-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine

Base Information

• Chemical Name: 2-[(benzoyloxy)methyl]-6-phenyl-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine
• CAS No.: 933069-14-8
• Molecular Formula: C₄₀H₃₄N₄O₇
• Molecular Weight: 682.733
• Mol file: 933069-14-8.mol

Synonyms:2-[(benzoyloxy)methyl]-6-phenyl-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine

Chemical Property of 2-[(benzoyloxy)methyl]-6-phenyl-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(benzoyloxy)methyl]-6-phenyl-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine

There total 3 articles about 2-[(benzoyloxy)methyl]-6-phenyl-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine 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: 86.0%

2-(benzoyloxymethyl)-6-chloro-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-furanosyl)purine (917235-49-5) + phenylboronic acid (98-80-6) → 2-[(benzoyloxy)methyl]-6-phenyl-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine (933069-14-8)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 100 ℃; for 12h;

DOI:10.1135/cccc20060788

Reference yield:

6-chloro-2-iodo-9-[2’-deoxy-3’,5’-di-O-(4-methylbenzoyl)-β-D-ribofuranosyl]purine (118706-48-2) → 2-[(benzoyloxy)methyl]-6-phenyl-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine (933069-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd(PPh₃)4 / tetrahydrofuran / 8 h / 20 °C

2: 86 percent / K₂CO₃ / Pd(PPh₃)4 / toluene / 12 h / 100 °C

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; toluene; 2: Suzuki-Miyaura cross-coupling reaction;

DOI:10.1135/cccc20060788

Reference yield:

[(benzoyloxy)methyl]zinc iodide (14135-39-8) → 2-[(benzoyloxy)methyl]-6-phenyl-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)purine (933069-14-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd(PPh₃)4 / tetrahydrofuran / 8 h / 20 °C

2: 86 percent / K₂CO₃ / Pd(PPh₃)4 / toluene / 12 h / 100 °C

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; toluene; 2: Suzuki-Miyaura cross-coupling reaction;

DOI:10.1135/cccc20060788

upstream raw materials:

2-(benzoyloxymethyl)-6-chloro-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-furanosyl)purine

phenylboronic acid

6-chloro-2-iodo-9-[2’-deoxy-3’,5’-di-O-(4-methylbenzoyl)-β-D-ribofuranosyl]purine

[(benzoyloxy)methyl]zinc iodide