1-(2-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyl)-5-azacytosine

Base Information

• Chemical Name: 1-(2-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyl)-5-azacytosine
• CAS No.: 324018-61-3
• Molecular Formula: C₂₄H₂₂N₄O₈
• Molecular Weight: 494.461
• Mol file: 324018-61-3.mol

Synonyms:1-(2-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyl)-5-azacytosine

Chemical Property of 1-(2-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyl)-5-azacytosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyl)-5-azacytosine

There total 1 articles about 1-(2-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyl)-5-azacytosine 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:

5-azacytosine (931-86-2) + 1,2-di-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyle (201287-82-3) → 1-(2-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyl)-5-azacytosine (324018-61-3)

Guidance literature:

5-azacytosine; With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; for 18h; Heating;

1,2-di-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyle; With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 20 ℃; for 5h;

DOI:10.1016/S0223-5234(00)01184-3

Reference yield: 45.0%

1-(2-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyl)-5-azacytosine (324018-61-3) → 1-(3,5-di-O-benzoyl-β-L-xylofuranosyl)-5-azacytosine (324018-64-6)

Guidance literature:

With pyridine; hydrazine hydrate; In acetic acid; at 20 ℃; for 3h;

DOI:10.1016/S0223-5234(00)01184-3

Reference yield:

1-(2-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyl)-5-azacytosine (324018-61-3) → 1-(2-deoxy-3,5-di-O-benzoyl-β-L-threo-pentofuranosyl)-5-azacytosine (324018-62-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 45 percent / hydrazine hydrate; pyridine / acetic acid / 3 h / 20 °C

2: 4-dimethylaminopyridine / acetonitrile / 2 h / 20 °C

3: 0.91 g / tris(trimethylsilyl)silane; α,α'-azobis(isobutyronitrile) / dioxane / 2 h / 100 °C

With pyridine; dmap; tris-(trimethylsilyl)silane; azobisisobutyronitrile; hydrazine hydrate; In 1,4-dioxane; acetic acid; acetonitrile; 3: Barton-McCombie elimination;

DOI:10.1016/S0223-5234(00)01184-3

upstream raw materials:

5-azacytosine

1,2-di-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyle

Downstream raw materials:

1-(3,5-di-O-benzoyl-β-L-xylofuranosyl)-5-azacytosine

1-(2-deoxy-3,5-di-O-benzoyl-β-L-threo-pentofuranosyl)-5-azacytosine