9-(3-O-benzoyl-2-O-phenoxythiocarbonyl-5-O-trityl-β-D-ribofuranosyl)-6-chloropurine

Base Information

• Chemical Name: 9-(3-O-benzoyl-2-O-phenoxythiocarbonyl-5-O-trityl-β-D-ribofuranosyl)-6-chloropurine
• CAS No.: 1360874-39-0
• Molecular Formula: C₄₃H₃₃ClN₄O₆S
• Molecular Weight: 769.277
• Mol file: 1360874-39-0.mol

Synonyms:9-(3-O-benzoyl-2-O-phenoxythiocarbonyl-5-O-trityl-β-D-ribofuranosyl)-6-chloropurine

Chemical Property of 9-(3-O-benzoyl-2-O-phenoxythiocarbonyl-5-O-trityl-β-D-ribofuranosyl)-6-chloropurine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(3-O-benzoyl-2-O-phenoxythiocarbonyl-5-O-trityl-β-D-ribofuranosyl)-6-chloropurine

There total 1 articles about 9-(3-O-benzoyl-2-O-phenoxythiocarbonyl-5-O-trityl-β-D-ribofuranosyl)-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: 91.0%

phenylcarbonochloridothioate (1005-56-7) + 9-[3-O-benzoyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl]-6-chloro-9H-purine (234436-48-7) → 9-(3-O-benzoyl-2-O-phenoxythiocarbonyl-5-O-trityl-β-D-ribofuranosyl)-6-chloropurine (1360874-39-0)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.3987/COM-11-12382

Reference yield: 71.0%

9-(3-O-benzoyl-2-O-phenoxythiocarbonyl-5-O-trityl-β-D-ribofuranosyl)-6-chloropurine (1360874-39-0) → 9-(3-O-benzoyl-5-O-trityl-β-D-2-deoxyribofuranosyl)-6-chloropurine (1360874-40-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); diphenylsilane; In toluene; at 100 ℃; for 13h; Inert atmosphere;

DOI:10.3987/COM-11-12382

Reference yield:

9-(3-O-benzoyl-2-O-phenoxythiocarbonyl-5-O-trityl-β-D-ribofuranosyl)-6-chloropurine (1360874-39-0) → [6-(15)N]-3'-O-benzoyl-5'-O-trityl-2'-deoxyadenosine (1360874-41-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,2'-azobis(isobutyronitrile); diphenylsilane / toluene / 13 h / 100 °C / Inert atmosphere

2: (¹⁵N)-ammonium chloride; potassium hydrogencarbonate / dimethyl sulfoxide / 48 h / 100 °C

With (¹⁵N)-ammonium chloride; 2,2'-azobis(isobutyronitrile); diphenylsilane; potassium hydrogencarbonate; In dimethyl sulfoxide; toluene;

DOI:10.3987/COM-11-12382

upstream raw materials:

phenylcarbonochloridothioate

9-[3-O-benzoyl-5-O-(triphenylmethyl)-β-D-ribofuranosyl]-6-chloro-9H-purine

Downstream raw materials:

9-(3-O-benzoyl-5-O-trityl-β-D-2-deoxyribofuranosyl)-6-chloropurine

[6-⁽¹⁵⁾N]-3'-O-benzoyl-5'-O-trityl-2'-deoxyadenosine

[6-⁽¹⁵⁾N]-5'-O-trityl-2'-deoxyadenosine

[6-⁽¹⁵⁾N]-3'-O-benzoyl-2'-deoxyadenosine