9-(2,5-Di-O-trityl-3-deoxy-3-fluoro-β-D-ribofuranosyl)-6-trityladenine

Base Information

• Chemical Name: 9-(2,5-Di-O-trityl-3-deoxy-3-fluoro-β-D-ribofuranosyl)-6-trityladenine
• CAS No.: 121409-47-0
• Molecular Formula: C₆₇H₅₄FN₅O₃
• Molecular Weight: 996.196
• Mol file: 121409-47-0.mol

Synonyms:9-(2,5-Di-O-trityl-3-deoxy-3-fluoro-β-D-ribofuranosyl)-6-trityladenine

Chemical Property of 9-(2,5-Di-O-trityl-3-deoxy-3-fluoro-β-D-ribofuranosyl)-6-trityladenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(2,5-Di-O-trityl-3-deoxy-3-fluoro-β-D-ribofuranosyl)-6-trityladenine

There total 8 articles about 9-(2,5-Di-O-trityl-3-deoxy-3-fluoro-β-D-ribofuranosyl)-6-trityladenine 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: 75.0%

9-(2,5-Di-O-trityl-3-O-triflyl-β-D-xylofuranosyl)-6-trityladenine → 9-(2,5-Di-O-trityl-3-deoxy-3-fluoro-β-D-ribofuranosyl)-6-trityladenine (121409-47-0)

Guidance literature:

With pyridine; 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; Ambient temperature;

DOI:10.1021/jo00052a055

Reference yield: 67.0%

9-(2,5-Di-O-trityl-β-D-xylofuranosyl)-6-trityladenine (121409-46-9) → 9-(2,5-Di-O-trityl-3-deoxy-3-fluoro-β-D-ribofuranosyl)-6-trityladenine (121409-47-0)

Guidance literature:

With pyridine; diethylamino-sulfur trifluoride; In chloroform; at 0 - 20 ℃; for 24h;

DOI:10.1002/cbic.201402523

Reference yield:

(2R,3R,4R,5R)-5-(6-(tritylamino)-9H-purin-9-yl)-4-(trityloxy)-2-((trityloxy)methyl)tetrahydrofuran-3-ol (31085-56-0) → 9-(2,5-Di-O-trityl-3-deoxy-3-fluoro-β-D-ribofuranosyl)-6-trityladenine (121409-47-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / 4-(dimethylamino)pyridine (DMAP), Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 97 percent / hexamethylphosphoric acid triamide / 48 h

3: 98 percent / Et₃N / methanol; H₂O / 48 h

4: 78 percent / 4-(dimethylamino)pyridine (DMAP), Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

5: 75 percent / DAST, pyridine / CH₂Cl₂ / Ambient temperature

With pyridine; dmap; triethylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water;

DOI:10.1021/jo00052a055

upstream raw materials:

9-(2,5-Di-O-trityl-β-D-xylofuranosyl)-6-trityladenine

(2R,3R,4R,5R)-5-(6-(tritylamino)-9H-purin-9-yl)-4-(trityloxy)-2-((trityloxy)methyl)tetrahydrofuran-3-ol

adenosine

trityl chloride

Downstream raw materials:

(2R,3S,4S,5R)-2-(6-amino-9H-purine-9-yl)-4-fluoro-5-(hydroxymethyl)tetrahydrofuran-3-ol