4-Nitro-2-pentofuranosyl-2h-indazole

Base Information

• Chemical Name: 4-Nitro-2-pentofuranosyl-2h-indazole
• CAS No.: 28083-98-9
• Molecular Formula: C₁₂H₁₃N₃O₆
• Molecular Weight: 295.252
• NSC Number: 131917
• DSSTox Substance ID: DTXSID50299664
• Mol file: 28083-98-9.mol

Synonyms:28083-98-9;4-nitro-2-pentofuranosyl-2h-indazole;NSC131917;DTXSID50299664;NSC-131917

Chemical Property of 4-Nitro-2-pentofuranosyl-2h-indazole

Chemical Property:

• Vapor Pressure: 1.85E-17mmHg at 25°C
• Boiling Point: 643.9°Cat760mmHg
• Flash Point: 343.2°C
• Density: 1.85g/cm³
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 295.08043514
• Heavy Atom Count: 21
• Complexity: 405

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NN(C=C2C(=C1)[N+](=O)[O-])C3C(C(C(O3)CO)O)O

Technology Process of 4-Nitro-2-pentofuranosyl-2h-indazole

There total 5 articles about 4-Nitro-2-pentofuranosyl-2h-indazole 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: 92.0%

4-nitro-2-[(2,3,5-tri-O-benzoyl)-β-D-ribofuranosyl]-2H-indazole → 4-nitro-2-(β-D-ribofuranosyl)-2H-indazole (28083-98-9)

Guidance literature:

With ammonia; In methanol; at 20 ℃;

DOI:10.1081/NCN-120027830

Reference yield:

nitro-4 indazole (2942-40-7) + 1,2,3,5-tetraacetylribose (13035-61-5) → 4-nitro-1-(β-D-ribofuranosyl)-1H-indazole (144072-63-9) + 4-nitro-2-(β-D-ribofuranosyl)-2H-indazole (28083-98-9)

Guidance literature:

nitro-4 indazole; With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; for 20h; Heating;

1,2,3,5-tetraacetylribose; With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 20 ℃;

With ammonia; In methanol; at 20 ℃; Title compound not separated from byproducts;

DOI:10.1081/NCN-120027830

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → 4-nitro-2-(β-D-ribofuranosyl)-2H-indazole (28083-98-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hexamethyldisilazane; ammonium sulfate / 20 h / Heating

1.2: 64 percent / TMSOTf / 1,2-dichloro-ethane / 5 h / 20 °C

2.1: 92 percent / NH₃ / methanol / 20 °C

With ammonium sulfate; ammonia; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; 1.2: Hibert-Johnson glycosylation;

DOI:10.1081/NCN-120027830

upstream raw materials:

nitro-4 indazole

1,2,3,5-tetraacetylribose

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