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

Base Information

• Chemical Name: 4-amino-5-cyano-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine
• CAS No.: 151707-54-9
• Molecular Formula: C₃₃H₂₅N₅O₇
• Molecular Weight: 603.591
• Mol file: 151707-54-9.mol

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

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

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 4-amino-5-cyano-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine 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: 85.0%

(2R,3R,4R,5R)-2-(4-amino-6-bromo-5-cyano-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate (151707-53-8) → 4-amino-5-cyano-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine (151707-54-9)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In ethanol; for 3h; Heating;

DOI:10.1080/15257779908043063

Reference yield:

4-amino-6-bromo-5-cyanopyrrolo[2,3-d]pyrimidine (19393-83-0) → 4-amino-5-cyano-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine (151707-54-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) BSA, 2.) TMSOTf / 1.) MeCN, room temperature, 15 min, 2.) 80 deg C, 3 h

2: 85 percent / ammonium formate / Pd/C / ethanol / 3 h / Heating

With benzenesulfonamide; trimethylsilyl trifluoromethanesulfonate; ammonium formate; palladium on activated charcoal; In ethanol;

DOI:10.1080/15257779908043063

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → 4-amino-5-cyano-7-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine (151707-54-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) BSA, 2.) TMSOTf / 1.) MeCN, room temperature, 15 min, 2.) 80 deg C, 3 h

2: 85 percent / ammonium formate / Pd/C / ethanol / 3 h / Heating

With benzenesulfonamide; trimethylsilyl trifluoromethanesulfonate; ammonium formate; palladium on activated charcoal; In ethanol;

DOI:10.1080/15257779908043063

upstream raw materials:

(2R,3R,4R,5R)-2-(4-amino-6-bromo-5-cyano-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate

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

4-amino-6-bromo-5-cyanopyrrolo[2,3-d]pyrimidine

ethenetetracarbonitrile

Downstream raw materials:

Vengicide