1-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-5-cyano-6-phenyl-2-thiouracil

Base Information

• Chemical Name: 1-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-5-cyano-6-phenyl-2-thiouracil
• CAS No.: 317833-73-1
• Molecular Formula: C₂₂H₂₁N₃O₈S
• Molecular Weight: 487.49
• Mol file: 317833-73-1.mol

Synonyms:1-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-5-cyano-6-phenyl-2-thiouracil

Chemical Property of 1-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-5-cyano-6-phenyl-2-thiouracil

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-5-cyano-6-phenyl-2-thiouracil

There total 2 articles about 1-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-5-cyano-6-phenyl-2-thiouracil 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%

4-phenyl-6-trimethylsilanyloxy-2-trimethylsilanylsulfanyl-pyrimidine-5-carbonitrile + 1,2,3,5-tetraacetylribose (13035-61-5) → 1-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-5-cyano-6-phenyl-2-thiouracil (317833-73-1)

Guidance literature:

With tin(IV) chloride; In acetonitrile; at 23 ℃; for 16h;

DOI:10.1016/S0040-4020(00)00807-3

Reference yield:

1,6-dihydro-2-mercapto-6-oxo-4-phenylpyrimidine-5-carbonitrile → 1-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-5-cyano-6-phenyl-2-thiouracil (317833-73-1)

Guidance literature:

Multi-step reaction with 2 steps

1: (NH₄)2SO₄ / 6 h / Heating

2: 85 percent / SnCl₄ / acetonitrile / 16 h / 23 °C

With ammonium sulfate; tin(IV) chloride; In acetonitrile; 1: Substitution / 2: Substitution;

DOI:10.1016/S0040-4020(00)00807-3

Reference yield: 86.0%

1-(2',3',5'-tri-O-acetyl-β-D-ribofuranosyl)-5-cyano-6-phenyl-2-thiouracil (317833-73-1) → 5-cyano-6-phenyl-1-(β-D-ribofuranosyl)-2-thiocytosine

Guidance literature:

With ammonia; In methanol; at 0 - 23 ℃;

DOI:10.1016/S0040-4020(00)00807-3

upstream raw materials:

1,2,3,5-tetraacetylribose