6-{4-[(Tetrahydropyran-2-yl)oxy]phenyl}-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine

Base Information

• Chemical Name: 6-{4-[(Tetrahydropyran-2-yl)oxy]phenyl}-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine
• CAS No.: 352025-57-1
• Molecular Formula: C₂₇H₃₀N₄O₉
• Molecular Weight: 554.557
• Mol file: 352025-57-1.mol

Synonyms:6-{4-[(Tetrahydropyran-2-yl)oxy]phenyl}-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine

Chemical Property of 6-{4-[(Tetrahydropyran-2-yl)oxy]phenyl}-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-{4-[(Tetrahydropyran-2-yl)oxy]phenyl}-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine

There total 1 articles about 6-{4-[(Tetrahydropyran-2-yl)oxy]phenyl}-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine 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: 83.0%

2',3',5'-O-triacetyl-6-chloroinosine (5987-73-5) + 4-(tetrahydro-2H-pyran-2-yloxy)phenylboronic acid (182281-01-2) → 6-{4-[(Tetrahydropyran-2-yl)oxy]phenyl}-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (352025-57-1)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 100 ℃; for 8h;

DOI:10.1135/cccc20010483

Reference yield:

6-{4-[(Tetrahydropyran-2-yl)oxy]phenyl}-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (352025-57-1) → Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-[6-(4-hydroxy-phenyl)-purin-9-yl]-tetrahydro-furan-3-yl ester

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃;

DOI:10.1135/cccc20010483

Reference yield:

6-{4-[(Tetrahydropyran-2-yl)oxy]phenyl}-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (352025-57-1) → 6-(4-hydroxyphenyl)-9-(β-D-ribofuranosyl)-9H-purine

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / methanol / 20 °C

2: MeONa / methanol / 8 h / 20 °C

With hydrogenchloride; sodium methylate; In methanol;

DOI:10.1135/cccc20010483

upstream raw materials:

2',3',5'-O-triacetyl-6-chloroinosine

4-(tetrahydro-2H-pyran-2-yloxy)phenylboronic acid