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

Base Information

• Chemical Name: 6-chloro-2-iodo-9-[2’-deoxy-3’,5’-di-O-(4-methylbenzoyl)-β-D-ribofuranosyl]purine
• CAS No.: 118706-48-2
• Molecular Formula: C₂₆H₂₂ClIN₄O₅
• Molecular Weight: 632.842
• Mol file: 118706-48-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about 6-chloro-2-iodo-9-[2’-deoxy-3’,5’-di-O-(4-methylbenzoyl)-β-D-ribofuranosyl]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: 63.0%

2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl chloride (3056-12-0,3601-89-6,4330-21-6,52304-86-6,141846-57-3) + 6-chloro-2-iodo-(9H)-purine (18552-90-4) → 6-chloro-2-iodo-9-[2’-deoxy-3’,5’-di-O-(4-methylbenzoyl)-β-D-ribofuranosyl]purine (118706-48-2)

Guidance literature:

6-chloro-2-iodo-(9H)-purine; With Tris(3,6-dioxaheptyl)amine; potassium hydroxide; In acetonitrile; at 20 ℃; for 0.25h; Inert atmosphere;

2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl chloride; In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201404431

Reference yield:

→ 6-chloro-2-iodo-9-[2’-deoxy-3’,5’-di-O-(4-methylbenzoyl)-β-D-ribofuranosyl]purine (118706-48-2)

Guidance literature:

Reference yield: 90.0%

6-chloro-2-iodo-9-[2’-deoxy-3’,5’-di-O-(4-methylbenzoyl)-β-D-ribofuranosyl]purine (118706-48-2) + iodomethylbenzoate (13943-33-4) → 2-(benzoyloxymethyl)-6-chloro-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-furanosyl)purine (917235-49-5) + 2,6-bis(benzoyloxymethyl)-9-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-furanosyl)purine (917235-44-0)

Guidance literature:

iodomethylbenzoate; With zinc; In tetrahydrofuran; at 10 - 15 ℃; for 1h;

6-chloro-2-iodo-9-[2’-deoxy-3’,5’-di-O-(4-methylbenzoyl)-β-D-ribofuranosyl]purine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1135/cccc20051669

upstream raw materials:

2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythropentofuranosyl chloride

6-chloro-2-iodo-(9H)-purine

Downstream raw materials:

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

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

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

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