6-chloro-9-(2-O-acetyl-5-O-trityl-β-D-arabinofuranosyl)purine

Base Information

• Chemical Name: 6-chloro-9-(2-O-acetyl-5-O-trityl-β-D-arabinofuranosyl)purine
• CAS No.: 156420-35-8
• Molecular Formula: C₃₁H₂₇ClN₄O₅
• Molecular Weight: 571.032
• Mol file: 156420-35-8.mol

Synonyms:6-chloro-9-(2-O-acetyl-5-O-trityl-β-D-arabinofuranosyl)purine

Chemical Property of 6-chloro-9-(2-O-acetyl-5-O-trityl-β-D-arabinofuranosyl)purine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-chloro-9-(2-O-acetyl-5-O-trityl-β-D-arabinofuranosyl)purine

There total 5 articles about 6-chloro-9-(2-O-acetyl-5-O-trityl-β-D-arabinofuranosyl)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: 61.0%

trityl chloride (76-83-5) + 6-chloro-9-(2-O-acetyl-β-D-arabinofuranosyl)purine (156420-28-9) → 6-chloro-9-(2-O-acetyl-5-O-trityl-β-D-arabinofuranosyl)purine (156420-35-8)

Guidance literature:

In pyridine; Ambient temperature;

DOI:10.1080/15257779408013260

Reference yield:

6-Chloropurine riboside (2004-06-0) → 6-chloro-9-(2-O-acetyl-5-O-trityl-β-D-arabinofuranosyl)purine (156420-35-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 69 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

2: 69 percent / 4-dimethylaminopyridine, triethylamine / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 78 percent / dimethylformamide / Ambient temperature

4: 60 percent / tetrabutylammonium fluoride, acetic acid / tetrahydrofuran / 0.17 h / 0 °C

5: 61 percent / pyridine / Ambient temperature

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/15257779408013260

Reference yield:

(6aR,8R,9R,9aS)-8-(6-chloro-9H-purin-9-yl)-2,2,4,4-tetraisopropyl tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-ol (103285-18-3) → 6-chloro-9-(2-O-acetyl-5-O-trityl-β-D-arabinofuranosyl)purine (156420-35-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 69 percent / 4-dimethylaminopyridine, triethylamine / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 78 percent / dimethylformamide / Ambient temperature

3: 60 percent / tetrabutylammonium fluoride, acetic acid / tetrahydrofuran / 0.17 h / 0 °C

4: 61 percent / pyridine / Ambient temperature

With dmap; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/15257779408013260

upstream raw materials:

trityl chloride

6-chloro-9-(2-O-acetyl-β-D-arabinofuranosyl)purine

6-Chloropurine riboside

(6aR,8R,9R,9aS)-8-(6-chloro-9H-purin-9-yl)-2,2,4,4-tetraisopropyl tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-ol

Downstream raw materials:

6-chloro-9-(5-O-trityl-β-D-arabinofuranosyl)purine

6-chloro-9-(2,3-anhydro-5-O-trityl-β-D-lyxofuranosyl)purine

6-chloro-9-(2-O-acetyl-3-O-mesyl-5-O-trityl-β-D-arabinofuranosyl)purine