1-(5'-O-Sulfamoyl-beta-ribofuranosyl)(1,2,4)triazole-3-thiocarboxamide

Base Information

• Chemical Name: 1-(5'-O-Sulfamoyl-beta-ribofuranosyl)(1,2,4)triazole-3-thiocarboxamide
• CAS No.: 123124-29-8
• Molecular Formula: C₈H₁₃N₅O₆S₂
• Molecular Weight: 339.353
• DSSTox Substance ID: DTXSID40153867
• Nikkaji Number: J271.465E
• Mol file: 123124-29-8.mol

Synonyms:1-(5'-O-sulfamoyl-beta-ribofuranosyl)(1,2,4)triazole-3-thiocarboxamide;SRTC

Chemical Property of 1-(5'-O-Sulfamoyl-beta-ribofuranosyl)(1,2,4)triazole-3-thiocarboxamide

Chemical Property:

• Boiling Point: 717.2oC at 760 mmHg
• Flash Point: 387.6oC
• PSA: 216.28000
• Density: 2.19g/cm3
• LogP: -0.76700
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 339.03072550
• Heavy Atom Count: 21
• Complexity: 498

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=NN1C2C(C(C(O2)COS(=O)(=O)N)O)O)C(=S)N
• Isomeric SMILES: C1=NC(=NN1[C@H]2[C@@H]([C@@H]([C@H](O2)COS(=O)(=O)N)O)O)C(=S)N

Technology Process of 1-(5'-O-Sulfamoyl-beta-ribofuranosyl)(1,2,4)triazole-3-thiocarboxamide

There total 4 articles about 1-(5'-O-Sulfamoyl-beta-ribofuranosyl)(1,2,4)triazole-3-thiocarboxamide 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: 62.5%

1-(5'-O-sulfamoyl-2',3'-di-O-isopropylidene-β-D-ribofuranosyl)<1,2,4>triazole-3-thiocarboxamide (123124-33-4) → 1-(5'-O-sulfamoyl-β-D-ribofuranosyl)<1,2,4>triazole-3-thiocarboxamide (123124-29-8)

Guidance literature:

With acetic acid; at 100 ℃; for 4h;

DOI:10.1021/jm00163a008

Reference yield: 62.5%

→ 1-(5'-O-sulfamoyl-β-D-ribofuranosyl)<1,2,4>triazole-3-thiocarboxamide (123124-29-8)

Guidance literature:

Reference yield:

1-β-D-ribofuranosyl<1,2,4>triazole-3-thiocarboxamide (40371-98-0) → 1-(5'-O-sulfamoyl-β-D-ribofuranosyl)<1,2,4>triazole-3-thiocarboxamide (123124-29-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / 70percent perchloric acid / acetone / 1.5 h / 0 °C

2: 1.) NaH / 1.) THF, 0 deg C, 15 min, 2.) a.) 0 deg C, 2 h, b.) RT, 1 h

3: 62.5 percent / 80percent aq. acetic acid / 4 h / 100 °C

With perchloric acid; sodium hydride; acetic acid; In acetone;

DOI:10.1021/jm00163a008

upstream raw materials:

1-(5'-O-sulfamoyl-2',3'-di-O-isopropylidene-β-D-ribofuranosyl)<1,2,4>triazole-3-thiocarboxamide

1-(2',3'-di-O-isopropylidene-β-D-ribofuranosyl)<1,2,4>triazole-3-thiocarboxamide

1-β-D-ribofuranosyl<1,2,4>triazole-3-thiocarboxamide

Refernces

• 1、 Kini, Ganesh D.,Henry, Elizabeth M.,Robins, Roland K.,Larson, Steven B.,Marr, J. Joseph,et al.. "Synthesis, Structure, and Antiparasitic Activity of Sulfamoyl Derivatives of Ribavirin". . p. 44 - 48. Retrieved 2007/10/02.