N⁴-anisoyl-1-(5-O-benzoyl-2,3-dideoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)cytosine

Base Information

• Chemical Name: N⁴-anisoyl-1-(5-O-benzoyl-2,3-dideoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)cytosine
• CAS No.: 133272-26-1
• Molecular Formula: C₂₉H₃₄N₃O₉P
• Molecular Weight: 599.577

Synonyms:N⁴-anisoyl-1-(5-O-benzoyl-2,3-dideoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)cytosine

Chemical Property of N⁴-anisoyl-1-(5-O-benzoyl-2,3-dideoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)cytosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N⁴-anisoyl-1-(5-O-benzoyl-2,3-dideoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)cytosine

There total 5 articles about N⁴-anisoyl-1-(5-O-benzoyl-2,3-dideoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)cytosine 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: 58.0%

N4-Anisoyl-1-(5-O-benzoyl-3-desoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)cytosin (133272-25-0) → N4-anisoyl-1-(5-O-benzoyl-2,3-dideoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)cytosine (133272-26-1)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 70 ℃; for 3h;

Reference yield:

1,2-di-O-acetyl-5-O-benzoyl-3-deoxy-3-O-(diethoxyphosphonomethyl)-β-D-ribofuranose (31843-77-3) → N4-anisoyl-1-(5-O-benzoyl-2,3-dideoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)cytosine (133272-26-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 86 percent / SnCl₄ / 1,2-dichloro-ethane / 0 deg C, 2 h, then 37 deg C, 30 h

2: 64 percent / pyridine / 3 h

3: 69 percent / hydrazine hydrate, pyridine / acetone / 1 h / Ambient temperature

4: 79 percent / 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 24 h / Ambient temperature

5: 58 percent / n-tributyltin hydride, azobisisobutyronitrile (AIBN) / toluene / 3 h / 70 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; tin(IV) chloride; hydrazine hydrate; In dichloromethane; 1,2-dichloro-ethane; acetone; toluene;

Reference yield:

1-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)cytosine (133272-22-7) → N4-anisoyl-1-(5-O-benzoyl-2,3-dideoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)cytosine (133272-26-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 64 percent / pyridine / 3 h

2: 69 percent / hydrazine hydrate, pyridine / acetone / 1 h / Ambient temperature

3: 79 percent / 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 24 h / Ambient temperature

4: 58 percent / n-tributyltin hydride, azobisisobutyronitrile (AIBN) / toluene / 3 h / 70 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; hydrazine hydrate; In dichloromethane; acetone; toluene;

upstream raw materials:

N⁴-Anisoyl-1-(5-O-benzoyl-3-desoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)cytosin

1,2-di-O-acetyl-5-O-benzoyl-3-deoxy-3-O-(diethoxyphosphonomethyl)-β-D-ribofuranose

1-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)cytosine

N⁴-anisoyl-1-(5-O-benzoyl-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)cytosine

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