9-(2-deoxy-3,5-di(p-toluoyl)-β-D-ribofuranosyl)-2-anilino-6-chloropurine

Base Information

• Chemical Name: 9-(2-deoxy-3,5-di(p-toluoyl)-β-D-ribofuranosyl)-2-anilino-6-chloropurine
• CAS No.: 114300-76-4
• Molecular Formula: C₃₂H₂₈ClN₅O₅
• Molecular Weight: 598.058
• Mol file: 114300-76-4.mol

Synonyms:9-(2-deoxy-3,5-di(p-toluoyl)-β-D-ribofuranosyl)-2-anilino-6-chloropurine

Chemical Property of 9-(2-deoxy-3,5-di(p-toluoyl)-β-D-ribofuranosyl)-2-anilino-6-chloropurine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(2-deoxy-3,5-di(p-toluoyl)-β-D-ribofuranosyl)-2-anilino-6-chloropurine

There total 6 articles about 9-(2-deoxy-3,5-di(p-toluoyl)-β-D-ribofuranosyl)-2-anilino-6-chloropurine 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: 43.0%

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-N-phenyl-9H-purin-2-amine (114300-74-2) → 7-(2-deoxy-3,5-di(p-toluoyl)-β-D-ribofuranosyl)-2-anilino-6-chloropurine (114300-77-5) + 9-(2-deoxy-3,5-di(p-toluoyl)-β-D-ribofuranosyl)-2-anilino-6-chloropurine (114300-76-4)

Guidance literature:

With sodium hydride; In acetonitrile; for 2h; Ambient temperature;

DOI:10.1021/jm00403a004

Reference yield: 10.0%

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) + 2-anilino-6-chloropurine sodium salt (114300-75-3) → 7-(2-deoxy-3,5-di(p-toluoyl)-β-D-ribofuranosyl)-2-anilino-6-chloropurine (114300-77-5) + 9-(2-deoxy-3,5-di(p-toluoyl)-β-D-ribofuranosyl)-2-anilino-6-chloropurine (114300-76-4)

Guidance literature:

In acetonitrile; for 2h; Ambient temperature;

DOI:10.1021/jm00403a004

Reference yield:

2-bromo-1,9-dihydro-6H-purin-6-one (87781-93-9) → 9-(2-deoxy-3,5-di(p-toluoyl)-β-D-ribofuranosyl)-2-anilino-6-chloropurine (114300-76-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / 2-methoxy-ethanol / Heating

2: 74 percent / thionyl chloride / dimethylformamide / 1 h / 50 °C

3: 43 percent / sodium hydride / acetonitrile / 2 h / Ambient temperature

With thionyl chloride; sodium hydride; In 2-methoxy-ethanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00403a004

upstream raw materials:

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

6-chloro-N-phenyl-9H-purin-2-amine

2-anilino-6-chloropurine sodium salt

2-bromo-1,9-dihydro-6H-purin-6-one

Downstream raw materials:

N²-phenyl-9-(2-deoxy-β-D-ribofuranosyl)guanine

2-anilino-6-chloro-9-(2-deoxy-β-D-ribofuranosyl)purine