9-(3-azido-2-fluoro-2,3-dideoxy-5-O-trityl-β-D-ribofuranosyl)-N⁶,N⁶-dimethyladenine

Base Information

• Chemical Name: 9-(3-azido-2-fluoro-2,3-dideoxy-5-O-trityl-β-D-ribofuranosyl)-N⁶,N⁶-dimethyladenine
• CAS No.: 171075-67-5
• Molecular Formula: C₃₁H₂₉FN₈O₂
• Molecular Weight: 564.622

Synonyms:9-(3-azido-2-fluoro-2,3-dideoxy-5-O-trityl-β-D-ribofuranosyl)-N⁶,N⁶-dimethyladenine

Chemical Property of 9-(3-azido-2-fluoro-2,3-dideoxy-5-O-trityl-β-D-ribofuranosyl)-N⁶,N⁶-dimethyladenine

Chemical Property:

Purity/Quality:

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Technology Process of 9-(3-azido-2-fluoro-2,3-dideoxy-5-O-trityl-β-D-ribofuranosyl)-N⁶,N⁶-dimethyladenine

There total 5 articles about 9-(3-azido-2-fluoro-2,3-dideoxy-5-O-trityl-β-D-ribofuranosyl)-N⁶,N⁶-dimethyladenine 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: 72.0%

9-(3-azido-3-deoxy-5-O-trityl-β-D-arabinofuranosyl)-N6,N6-dimethyladenine (171075-66-4) → 9-(3-azido-2-fluoro-2,3-dideoxy-5-O-trityl-β-D-ribofuranosyl)-N6,N6-dimethyladenine (171075-67-5)

Guidance literature:

With pyridine; 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; at 50 ℃; for 6h;

DOI:10.1248/cpb.43.955

Reference yield:

6-chloro-9-(2,3-anhydro-5-O-trityl-β-D-lyxofuranosyl)purine (156420-37-0) → 9-(3-azido-2-fluoro-2,3-dideoxy-5-O-trityl-β-D-ribofuranosyl)-N6,N6-dimethyladenine (171075-67-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / dimethylformamide; H₂O / 0.5 h / Ambient temperature

2: 58 percent / NaN₃ / dimethylformamide / 1 h / 100 °C

3: 72 percent / DAST, pyridine / CH₂Cl₂ / 6 h / 50 °C

With pyridine; sodium azide; 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.43.955

Reference yield:

6-chloro-9-(2-O-acetyl-3-O-mesyl-5-O-trityl-β-D-arabinofuranosyl)purine (156420-36-9) → 9-(3-azido-2-fluoro-2,3-dideoxy-5-O-trityl-β-D-ribofuranosyl)-N6,N6-dimethyladenine (171075-67-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / dimethylformamide; H₂O / 4 °C

2: 78 percent / NaN₃ / dimethylformamide / 1 h / 100 °C

3: 72 percent / DAST, pyridine / CH₂Cl₂ / 6 h / 50 °C

With pyridine; sodium azide; 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.43.955

upstream raw materials:

9-(3-azido-3-deoxy-5-O-trityl-β-D-arabinofuranosyl)-N⁶,N⁶-dimethyladenine

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

9-(2,3-anhydro-5-O-trityl-β-D-lyxofuranosyl)-N⁶,N⁶-dimethyladenine

Downstream raw materials:

9-(3-amino-2-fluoro-2,3-dideoxy-5-O-trityl-β-D-ribofuranosyl)-N⁶,N⁶-dimethyladenine

9-<3-(N-tert-butoxycarbonyl-p-methoxyphenyl-L-alanyl)amino-2-fluoro-2,3-dideoxy-5-O-trityl-β-D-ribofuranosyl>-N⁶,N⁶-dimethyladenine

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