9-(3'-azido-3'-deoxy-6-N,5'-O-ditrityl-β-D-arabinofuranosyl)adenine

Base Information

• Chemical Name: 9-(3'-azido-3'-deoxy-6-N,5'-O-ditrityl-β-D-arabinofuranosyl)adenine
• CAS No.: 948048-05-3
• Molecular Formula: C₄₈H₄₀N₈O₃
• Molecular Weight: 776.897
• Mol file: 948048-05-3.mol

Synonyms:9-(3'-azido-3'-deoxy-6-N,5'-O-ditrityl-β-D-arabinofuranosyl)adenine

Chemical Property of 9-(3'-azido-3'-deoxy-6-N,5'-O-ditrityl-β-D-arabinofuranosyl)adenine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(3'-azido-3'-deoxy-6-N,5'-O-ditrityl-β-D-arabinofuranosyl)adenine

There total 6 articles about 9-(3'-azido-3'-deoxy-6-N,5'-O-ditrityl-β-D-arabinofuranosyl)adenine 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: 78.6%

9-(2',3'-anhydro-6-N,5'-O-ditrityl-β-D-lyxofuranosyl)adenine (948048-04-2) → 9-(2'-azido-2'-deoxy-6-N,5'-O-ditrityl-β-D-arabinofuranosyl)adenine (948048-18-8) + 9-(3'-azido-3'-deoxy-6-N,5'-O-ditrityl-β-D-arabinofuranosyl)adenine (948048-05-3)

Guidance literature:

With sodium azide; ammonium chloride; In water; N,N-dimethyl-formamide; at 100 ℃; for 1.5h;

DOI:10.1002/chem.200700058

Reference yield:

9-(2',3'-anhydro-6-N,5'-O-ditrityl-β-D-lyxofuranosyl)adenine (948048-04-2) → 9-(3'-azido-3'-deoxy-6-N,5'-O-ditrityl-β-D-arabinofuranosyl)adenine (948048-05-3)

Guidance literature:

With sodium azide; ammonium chloride; In water; N,N-dimethyl-formamide; at 100 ℃; for 1h;

Reference yield:

trityl chloride (76-83-5) → 9-(3'-azido-3'-deoxy-6-N,5'-O-ditrityl-β-D-arabinofuranosyl)adenine (948048-05-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 34 percent / DMAP / pyridine / 4.67 h / 80 °C

2: 53 percent / DMAP; pyridine

3: 64 percent / Bu₄N⁽¹⁺⁾*NO₂^(1-) / toluene; H₂O / 40 h

4: 78.6 percent / NH₄Cl; NaN₃ / dimethylformamide; H₂O / 1.5 h / 100 °C

With pyridine; dmap; sodium azide; ammonium chloride; In pyridine; water; N,N-dimethyl-formamide; toluene;

DOI:10.1002/chem.200700058

upstream raw materials:

9-(2',3'-anhydro-6-N,5'-O-ditrityl-β-D-lyxofuranosyl)adenine

2',3'-di-O-trifluoromethylsulfonyl-6-N,5'-O-ditrityladenosine

trityl chloride

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

Downstream raw materials:

3'-azido-2',3'-dideoxy-2'-fluoro-6-N,5'-O-ditrityladenosine

3'-[(2-N-tert-butoxycarbonyl-O-methyl)-L-tyrosyl]amido-2',3'-dideoxy-2'-fluoro-6-N,5'-O-ditrityladenosine