2-amino-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5H-pyrrolo<3,2-d>pyrimidin-4(3H)-one

Base Information

• Chemical Name: 2-amino-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5H-pyrrolo<3,2-d>pyrimidin-4(3H)-one
• CAS No.: 864155-80-6
• Molecular Formula: C₃₂H₂₆N₄O₈
• Molecular Weight: 594.58

Synonyms:2-amino-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5H-pyrrolo<3,2-d>pyrimidin-4(3H)-one

Chemical Property of 2-amino-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5H-pyrrolo<3,2-d>pyrimidin-4(3H)-one

Chemical Property:

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SDS file from LookChem

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Technology Process of 2-amino-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5H-pyrrolo<3,2-d>pyrimidin-4(3H)-one

There total 4 articles about 2-amino-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5H-pyrrolo<3,2-d>pyrimidin-4(3H)-one 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: 78.0%

2-amino-3-benzyl-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5H-pyrrolo[3,2-d]pyrimidin-4-one (864155-79-3) → 2-amino-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5H-pyrrolo<3,2-d>pyrimidin-4(3H)-one (864155-80-6)

Guidance literature:

With cyclohexene; palladium dihydroxide; In ethanol; at 120 - 125 ℃;

DOI:10.1081/NCN-200046784

Reference yield: 45.0%

9-deazaguanine (65996-58-9) + 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose (14215-97-5) → 2-amino-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5H-pyrrolo<3,2-d>pyrimidin-4(3H)-one (864155-80-6)

Guidance literature:

With tin(IV) chloride; In nitromethane; at 60 ℃; for 3h;

DOI:10.1021/jm00172a011

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose (14215-97-5) → 2-amino-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5H-pyrrolo<3,2-d>pyrimidin-4(3H)-one (864155-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / tin(IV) chloride / nitromethane / 3 h / 55 - 60 °C

2: 78 percent / cyclohexene / palladium(II) hydroxide on carbon / ethanol / 120 - 125 °C

With tin(IV) chloride; cyclohexene; palladium dihydroxide; In nitromethane; ethanol;

DOI:10.1081/NCN-200046784

upstream raw materials:

9-deazaguanine

1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose

2-amino-3-benzyl-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5H-pyrrolo[3,2-d]pyrimidin-4-one

2-amino-3-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one

Downstream raw materials:

4-amino-2-chloro-5-benzyl-7-β-D-ribofuranosyl-5H-pyrrolo[3,2-d]pyrimidine

4-amino-2-chloro-5-(p-methylbenzyl)-7-β-D-ribofuranosyl-5H-pyrrolo[3,2-d]pyrimidine

4-amino-2-chloro-5-(m-methoxybenzyl)-7-β-D-ribofuranosyl-5H-pyrrolo[3,2-d]pyrimidine

2,4-dichloro-5-methyl-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-5H-pyrrolo[3,2-d]pyrimidine

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