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

Base Information

• Chemical Name: N⁴-Anisoyl-1-(5-O-benzoyl-3-desoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)cytosin
• CAS No.: 133272-25-0
• Molecular Formula: C₃₆H₃₈N₃O₁₁PS
• Molecular Weight: 751.751

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

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

Chemical Property:

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

There total 3 articles about N⁴-Anisoyl-1-(5-O-benzoyl-3-desoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)cytosin 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:

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-3-desoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)cytosin (133272-25-0)

Guidance literature:

Multi-step reaction with 4 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

With pyridine; dmap; tin(IV) chloride; hydrazine hydrate; In dichloromethane; 1,2-dichloro-ethane; acetone;

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-3-desoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)cytosin (133272-25-0)

Guidance literature:

Multi-step reaction with 3 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

With pyridine; dmap; hydrazine hydrate; In dichloromethane; acetone;

Reference yield:

1-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)-N4-anisoylcytosine (133272-23-8) → N4-Anisoyl-1-(5-O-benzoyl-3-desoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)cytosin (133272-25-0)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 79 percent / 4-dimethylaminopyridine (DMAP) / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; dmap; hydrazine hydrate; In dichloromethane; acetone;

upstream raw materials:

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

1-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)-N⁴-anisoylcytosine

Downstream raw materials:

N⁴-Anisoyl-1-(5-O-benzoyl-3-desoxy-3-diethoxyphosphorylmethyl-β-D-arabinofuranosyl)cytosin

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

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