6-(N-allyl-N-methylamino)-1-benzyl-3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)uracil

Base Information

• Chemical Name: 6-(N-allyl-N-methylamino)-1-benzyl-3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)uracil
• CAS No.: 128745-38-0
• Molecular Formula: C₄₁H₃₇N₃O₉
• Molecular Weight: 715.759
• Mol file: 128745-38-0.mol

Synonyms:6-(N-allyl-N-methylamino)-1-benzyl-3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)uracil

Chemical Property of 6-(N-allyl-N-methylamino)-1-benzyl-3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)uracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(N-allyl-N-methylamino)-1-benzyl-3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)uracil

There total 4 articles about 6-(N-allyl-N-methylamino)-1-benzyl-3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)uracil 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%

1-benzyl-6-(N-methyl-N-propargylamino)-3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)uracil (128745-37-9) → 6-(N-allyl-N-methylamino)-1-benzyl-3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)uracil (128745-38-0)

Guidance literature:

With quinoline; hydrogen; palladium on barium sulfate; In ethanol; benzene; for 24h; Ambient temperature;

DOI:10.1248/cpb.37.3184

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → 6-(N-allyl-N-methylamino)-1-benzyl-3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)uracil (128745-38-0)

Guidance literature:

Multi-step reaction with 3 steps

1: SnCl₄ / acetonitrile / below 10 deg C, 1 h then r.t., 40 h

2: 75 percent / 1.5 h / Heating

3: 85 percent / H₂, quinoline / 5percent Pd-BaSO₄ / benzene; ethanol / 24 h / Ambient temperature

With quinoline; hydrogen; tin(IV) chloride; palladium on barium sulfate; In ethanol; acetonitrile; benzene;

DOI:10.1248/cpb.37.3184

Reference yield:

1-benzyl-6-chloropyrimidine-2,4(1H,3H)-dione (124218-96-8) → 6-(N-allyl-N-methylamino)-1-benzyl-3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)uracil (128745-38-0)

Guidance literature:

Multi-step reaction with 4 steps

1: acetonitrile / 0.33 h / Heating

2: SnCl₄ / acetonitrile / below 10 deg C, 1 h then r.t., 40 h

3: 75 percent / 1.5 h / Heating

4: 85 percent / H₂, quinoline / 5percent Pd-BaSO₄ / benzene; ethanol / 24 h / Ambient temperature

With quinoline; hydrogen; tin(IV) chloride; palladium on barium sulfate; In ethanol; acetonitrile; benzene;

DOI:10.1248/cpb.37.3184

upstream raw materials:

1-benzyl-6-(N-methyl-N-propargylamino)-3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)uracil

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

1-benzyl-6-chloropyrimidine-2,4(1H,3H)-dione

1-Benzyl-6-chloro-4-trimethylsilanyloxy-1H-pyrimidin-2-one

Downstream raw materials:

1-benzyl-5,7-dimethyl-3-(β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine-2,4(1H,3H)-dione