4-methoxy-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-1H-pyrazolo<3.4-d>pyrimidine

Base Information

• Chemical Name: 4-methoxy-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-1H-pyrazolo<3.4-d>pyrimidine
• CAS No.: 129468-36-6
• Molecular Formula: C₃₂H₃₂N₄O₅
• Molecular Weight: 552.63
• Mol file: 129468-36-6.mol

Synonyms:4-methoxy-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-1H-pyrazolo<3.4-d>pyrimidine

Chemical Property of 4-methoxy-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-1H-pyrazolo<3.4-d>pyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methoxy-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-1H-pyrazolo<3.4-d>pyrimidine

There total 2 articles about 4-methoxy-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-1H-pyrazolo<3.4-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:

2,3,5-tri-O-benzyl-1-O-(p-nitrobenzoyl)-α-D-arabinofuranose (31598-79-5) → 4-methoxy-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-1H-pyrazolo<3.4-d>pyrimidine (129468-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl(g) / CH₂Cl₂

2: 1) KOH, tris<2-(2-methoxyethoxy)ethyl>amine / 1) CH₃CN, RT, 15 min, 2) CH₃CN, 50 min

With hydrogenchloride; potassium hydroxide; Tris(3,6-dioxaheptyl)amine; In dichloromethane;

Reference yield:

4-methoxy-1H-pyrazolo[3,4-d]-pyrimidine (5399-93-9) + 2,3,5-tri-O-benzyl-α- and β-D-arabinofuranosyl chlorides (52554-29-7) → 4-methoxy-2-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-21H-pyrazolo<3.4-d>pyrimidine (129468-37-7) + 4-methoxy-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-1H-pyrazolo<3.4-d>pyrimidine (129468-36-6) + 4-methoxy-1-(2,3,5-tri-O-benzyl-α-D-arabinofuranosyl)-1H-pyrazolo<3.4-d>pyrimidine (129468-35-5)

Guidance literature:

With potassium hydroxide; Tris(3,6-dioxaheptyl)amine; Yield given. Multistep reaction. Yields of byproduct given; 1) CH₃CN, RT, 15 min, 2) CH₃CN, 50 min;

Reference yield: 65.0%

4-methoxy-1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-1H-pyrazolo<3.4-d>pyrimidine (129468-36-6) → 1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-1H-pyrazolo<3.4-d>pyrimidin-4-one (129468-43-5)

Guidance literature:

With sodium hydroxide; In methanol; for 3h; Heating;

upstream raw materials:

4-methoxy-1H-pyrazolo[3,4-d]-pyrimidine

2,3,5-tri-O-benzyl-α- and β-D-arabinofuranosyl chlorides

2,3,5-tri-O-benzyl-1-O-(p-nitrobenzoyl)-α-D-arabinofuranose

Downstream raw materials:

1-(2-O-benzyl-β-D-arabinofuranosyl)-4-methoxy-1H-pyrazolo<3.4-d>pyrimidine

1-(2,3-O-dibenzyl-β-D-arabinofuranosyl)-4-methoxy-1H-pyrazolo<3.4-d>pyrimidine

1-(2,3,5-tri-O-benzyl-β-D-arabinofuranosyl)-1H-pyrazolo<3.4-d>pyrimidin-4-one