(3RS)-3-Methyl-3-phenyl-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-2,5-pyrrolidindion

Base Information

• Chemical Name: (3RS)-3-Methyl-3-phenyl-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-2,5-pyrrolidindion
• CAS No.: 98832-25-8
• Molecular Formula: C₂₂H₂₅NO₉
• Molecular Weight: 447.442
• Mol file: 98832-25-8.mol

Synonyms:(3RS)-3-Methyl-3-phenyl-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-2,5-pyrrolidindion

Chemical Property of (3RS)-3-Methyl-3-phenyl-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-2,5-pyrrolidindion

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3RS)-3-Methyl-3-phenyl-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-2,5-pyrrolidindion

There total 2 articles about (3RS)-3-Methyl-3-phenyl-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-2,5-pyrrolidindion 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: 48.0%

(3RS)-3-Methyl-3-phenyl-1-(trimethylsilyl)-2,5-pyrrolidindion (98832-24-7) + 1,2,3,5-tetraacetylribose (13035-61-5) → (3RS)-3-Methyl-3-phenyl-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-2,5-pyrrolidindion (98832-25-8)

Guidance literature:

With tin(IV) chloride; In acetonitrile; at 35 - 40 ℃; for 18h;

DOI:10.1002/jlac.198519850816

Reference yield:

3-methyl-3-phenyl-pyrrolidine-2,5-dione (1497-17-2) → (3RS)-3-Methyl-3-phenyl-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-2,5-pyrrolidindion (98832-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 5 h / Ambient temperature

2: 48 percent / SnCl₄ / acetonitrile / 18 h / 35 - 40 °C

With tin(IV) chloride; In acetonitrile;

DOI:10.1002/jlac.198519850816

Reference yield: 47.0%

(3RS)-3-Methyl-3-phenyl-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-2,5-pyrrolidindion (98832-25-8) → (3RS)-3-Methyl-3-phenyl-1-(β-D-ribofuranosyl)-2,5-pyrrolidindion (98832-26-9)

Guidance literature:

With hydrogenchloride; In methanol; at 45 ℃; for 5h;

DOI:10.1002/jlac.198519850816

upstream raw materials:

(3RS)-3-Methyl-3-phenyl-1-(trimethylsilyl)-2,5-pyrrolidindion

1,2,3,5-tetraacetylribose

3-methyl-3-phenyl-pyrrolidine-2,5-dione

Downstream raw materials:

(3RS)-3-Methyl-3-phenyl-1-(β-D-ribofuranosyl)-2,5-pyrrolidindion