9-(5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin

Base Information

• Chemical Name: 9-(5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin
• CAS No.: 133272-09-0
• Molecular Formula: C₃₃H₃₈N₅O₁₀PS
• Molecular Weight: 727.732
• Mol file: 133272-09-0.mol

Synonyms:9-(5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin

Chemical Property of 9-(5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin

There total 2 articles about 9-(5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin 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: 81.0%

9-(5-O-benzoyl-3-desoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin (133272-08-9) + phenylcarbonochloridothioate (1005-56-7) → 9-(5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin (133272-09-0)

Guidance literature:

With dmap; for 12h; Ambient temperature;

Reference yield:

9-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin (133294-70-9) → 9-(5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin (133272-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 46 percent / hydroxylammonium acetate, pyridine / 66 h / Ambient temperature

2: 81 percent / 4-dimethylaminopyridine (DMAP) / 12 h / Ambient temperature

With pyridine; dmap; hydroxylamine acetate;

Reference yield: 67.0%

9-(5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-2-O-phenoxythiocarbonyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin (133272-09-0) → 9-(5-O-benzoyl-2,3-dideoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin (133272-10-3)

Guidance literature:

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

upstream raw materials:

9-(5-O-benzoyl-3-desoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin

phenylcarbonochloridothioate

9-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin

Downstream raw materials:

9-(5-O-benzoyl-2,3-dideoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin

9-(5-O-benzoyl-2,3-dideoxy-3-phosphonomethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin triethylammonium salt