6-Pentofuranosyl-2-phenyl[1,3]oxazolo[5,4-d]pyrimidin-7(6h)-one

Base Information

• Chemical Name: 6-Pentofuranosyl-2-phenyl[1,3]oxazolo[5,4-d]pyrimidin-7(6h)-one
• CAS No.: 53641-68-2
• Molecular Formula: C₁₆H₁₅N₃O₆
• Molecular Weight: 345.312
• NSC Number: 143163
• DSSTox Substance ID: DTXSID00968414
• Mol file: 53641-68-2.mol

Synonyms:53641-68-2;NSC143163;6-pentofuranosyl-2-phenyl[1,3]oxazolo[5,4-d]pyrimidin-7(6h)-one;DTXSID00968414;NSC-143163

Chemical Property of 6-Pentofuranosyl-2-phenyl[1,3]oxazolo[5,4-d]pyrimidin-7(6h)-one

Chemical Property:

• Vapor Pressure: 4.67E-19mmHg at 25°C
• Boiling Point: 673.5°C at 760 mmHg
• Flash Point: 361.1°C
• Density: 1.74g/cm³
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 345.09608521
• Heavy Atom Count: 25
• Complexity: 540

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=C(O2)N=CN(C3=O)C4C(C(C(O4)CO)O)O

Technology Process of 6-Pentofuranosyl-2-phenyl[1,3]oxazolo[5,4-d]pyrimidin-7(6h)-one

There total 1 articles about 6-Pentofuranosyl-2-phenyl[1,3]oxazolo[5,4-d]pyrimidin-7(6h)-one 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-acetyl-D-ribofuranosyl bromide (39110-68-4) + 2-phenyl-6-trimethylsilanyl-6H-oxazolo[5,4-d]pyrimidin-7-one (53641-77-3) → 2-phenyl-6-β-D-ribofuranosyl-6H-oxazolo[5,4-d]pyrimidin-7-one (53641-68-2)

Guidance literature:

Multistep reaction; (i) HgBr₂, HgO, benzene, (ii) NH₃, MeOH;

DOI:10.1021/jm00258a010

Reference yield:

2,2-dimethoxy-propane (77-76-9) + 2-phenyl-6-β-D-ribofuranosyl-6H-oxazolo[5,4-d]pyrimidin-7-one (53641-68-2) → 6-(O2,O3-isopropylidene-β-D-ribofuranosyl)-2-phenyl-6H-oxazolo[5,4-d]pyrimidin-7-one (53641-71-7)

Guidance literature:

With pyridine; perchloric acid;

DOI:10.1021/jm00258a010

upstream raw materials:

2,3,5-tri-O-acetyl-D-ribofuranosyl bromide

2-phenyl-6-trimethylsilanyl-6H-oxazolo[5,4-d]pyrimidin-7-one

Downstream raw materials:

6-(O²,O³-isopropylidene-β-D-ribofuranosyl)-2-phenyl-6H-oxazolo[5,4-d]pyrimidin-7-one

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