1-(2,3,5-tri-O-benzoyl-3-C-ethynyl-β-D-ribofuranosyl)uracil

Base Information

• Chemical Name: 1-(2,3,5-tri-O-benzoyl-3-C-ethynyl-β-D-ribofuranosyl)uracil
• CAS No.: 180300-46-3
• Molecular Formula: C₃₂H₂₄N₂O₉
• Molecular Weight: 580.551
• Mol file: 180300-46-3.mol

Synonyms:1-(2,3,5-tri-O-benzoyl-3-C-ethynyl-β-D-ribofuranosyl)uracil

Chemical Property of 1-(2,3,5-tri-O-benzoyl-3-C-ethynyl-β-D-ribofuranosyl)uracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2,3,5-tri-O-benzoyl-3-C-ethynyl-β-D-ribofuranosyl)uracil

There total 11 articles about 1-(2,3,5-tri-O-benzoyl-3-C-ethynyl-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: 95.0%

1-O-acetyl-2,3,5-tri-O-benzoyl-3-C-ethynyl-D-ribofuranose (182825-17-8) + O,O'-bis-(trimethylsilyl)uracil (10457-14-4) → 1-(2,3,5-tri-O-benzoyl-3-C-ethynyl-β-D-ribofuranosyl)uracil (180300-46-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 0 - 20 ℃;

DOI:10.1016/0960-894X(96)00339-3

Reference yield: 95.0%

→ 1-(2,3,5-tri-O-benzoyl-3-C-ethynyl-β-D-ribofuranosyl)uracil (180300-46-3)

Guidance literature:

Reference yield:

methyl 2,3,5-tri-O-benzoyl-3-C-ethynyl-α,β-D-ribofuranose (182825-16-7) → 1-(2,3,5-tri-O-benzoyl-3-C-ethynyl-β-D-ribofuranosyl)uracil (180300-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ conc. / acetic acid / 20 °C

2: TMSOTf / acetonitrile

With trimethylsilyl trifluoromethanesulfonate; sulfuric acid; In acetic acid; acetonitrile;

DOI:10.1016/S0040-4020(01)01249-2

upstream raw materials:

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

O,O'-bis-(trimethylsilyl)uracil

benzoyl chloride

methyl 2,3,5-tri-O-benzoyl-3-C-ethynyl-α,β-D-ribofuranose