1-(5-O-benzoyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-5-dimethylaminomethylenebarbituric acid

Base Information

• Chemical Name: 1-(5-O-benzoyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-5-dimethylaminomethylenebarbituric acid
• CAS No.: 93677-21-5
• Molecular Formula: C₂₂H₂₅N₃O₈
• Molecular Weight: 459.456
• Mol file: 93677-21-5.mol

Synonyms:1-(5-O-benzoyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-5-dimethylaminomethylenebarbituric acid

Chemical Property of 1-(5-O-benzoyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-5-dimethylaminomethylenebarbituric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(5-O-benzoyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-5-dimethylaminomethylenebarbituric acid

There total 3 articles about 1-(5-O-benzoyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-5-dimethylaminomethylenebarbituric acid 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: 80.0%

1-(5-O-benzoyl-2,3-O-isopropylidene-β-D-ribofuranosyl)barbituric acid (19556-64-0) → 1-(5-O-benzoyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-5-dimethylaminomethylenebarbituric acid (93677-21-5)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; benzene; for 2h; Heating;

DOI:10.1248/cpb.32.2591

Reference yield: 50.0%

sodium benzoate (532-32-1) + 1-(5-chloro-5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosyl)-5-dimethylaminomethylenebarbituric acid (93677-19-1) → 1-(5-O-benzoyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-5-dimethylaminomethylenebarbituric acid (93677-21-5)

Guidance literature:

In methanol; for 24h; Heating;

DOI:10.1248/cpb.32.2591

Reference yield:

6,5'-anhydro-1-(2,3-O-isopropylidene-β-D-ribofuranosyl)barbituric acid (19556-62-8) → 1-(5-O-benzoyl-2,3-O-isopropylidene-β-D-ribofuranosyl)-5-dimethylaminomethylenebarbituric acid (93677-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / POCl₃ / dimethylformamide / 2 h / 60 °C

2: 50 percent / methanol / 24 h / Heating

With trichlorophosphate; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.32.2591

upstream raw materials:

1-(5-O-benzoyl-2,3-O-isopropylidene-β-D-ribofuranosyl)barbituric acid

sodium benzoate

1-(5-chloro-5-deoxy-2,3-O-isopropylidene-β-D-ribofuranosyl)-5-dimethylaminomethylenebarbituric acid

6,5'-anhydro-1-(2,3-O-isopropylidene-β-D-ribofuranosyl)barbituric acid