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

Base Information

Chemical Name:9-(5-O-benzoyl-2,3-dideoxy-3-phosphonomethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin triethylammonium salt
CAS No.:133294-72-1
Molecular Formula:C₆H₁₅N*C₂₂H₂₆N₅O₈P
Molecular Weight:620.643
Hs Code.:

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

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

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

There total 4 articles about 9-(5-O-benzoyl-2,3-dideoxy-3-phosphonomethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin triethylammonium salt 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: 54.0%

: 133272-10-3
9-(5-O-benzoyl-2,3-dideoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin

: 121-44-8
triethylamine

: 133294-72-1
9-(5-O-benzoyl-2,3-dideoxy-3-phosphonomethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin triethylammonium salt

Guidance literature:: With trimethylsilyl bromide; In dichloromethane; at -40 - -30 ℃; for 0.5h;

Reference yield:

: 133294-70-9
9-(2-O-acetyl-5-O-benzoyl-3-deoxy-3-diethoxyphosphorylmethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin

: 133294-72-1
9-(5-O-benzoyl-2,3-dideoxy-3-phosphonomethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin triethylammonium salt

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 67 percent / tributyltin hydride, azobisisobutyronitrile (AIBN) / toluene / 2 h / 70 °C

4: 54 percent / bromotrimethylsilane / CH₂Cl₂ / 0.5 h / -40 - -30 °C

With pyridine; dmap; 2,2'-azobis(isobutyronitrile); trimethylsilyl bromide; tri-n-butyl-tin hydride; hydroxylamine acetate; In dichloromethane; toluene;

Reference yield:

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

: 133294-72-1
9-(5-O-benzoyl-2,3-dideoxy-3-phosphonomethyl-β-D-ribofuranosyl)-6-hydroxy-2-isobutyramidopurin triethylammonium salt

Guidance literature:: With 2,2'-azobis(isobutyronitrile); trimethylsilyl iodide; tri-n-butyl-tin hydride; Yield given. Multistep reaction; 1.) CH₂Cl₂, 0 deg C, 0.5 h, 2.) toluene, 70 deg C, 0.5 h;