(2R,3R,4S,5R)-2-(6-amino-8-(4-nitrophenyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

Base Information

• Chemical Name: (2R,3R,4S,5R)-2-(6-amino-8-(4-nitrophenyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
• CAS No.: 1037298-61-5
• Molecular Formula: C₁₆H₁₆N₆O₆
• Molecular Weight: 388.34
• Mol file: 1037298-61-5.mol

Synonyms:(2R,3R,4S,5R)-2-(6-amino-8-(4-nitrophenyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

Chemical Property of (2R,3R,4S,5R)-2-(6-amino-8-(4-nitrophenyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4S,5R)-2-(6-amino-8-(4-nitrophenyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol

There total 1 articles about (2R,3R,4S,5R)-2-(6-amino-8-(4-nitrophenyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol 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: 43.0%

p-nitrobenzene iodide (636-98-6) + adenosine (58-61-7) → (2R,3R,4S,5R)-2-(6-amino-8-(4-nitrophenyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol (1037298-61-5)

Guidance literature:

With copper(l) iodide; caesium carbonate; palladium diacetate; In N,N-dimethyl-formamide; at 120 ℃; for 13h;

DOI:10.1016/j.tet.2008.01.062

Reference yield: 51.0%

(2R,3R,4S,5R)-2-(6-amino-8-(4-nitrophenyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol (1037298-61-5) + acetic anhydride (108-24-7) → (2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-amino-8-(4-nitrophenyl)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate (1604818-47-4)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 24h;

DOI:10.1002/ejoc.201301897

Reference yield:

(2R,3R,4S,5R)-2-(6-amino-8-(4-nitrophenyl)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol (1037298-61-5) → C34H32N8O9 (1604818-49-6)

Guidance literature:

Multi-step reaction with 3 steps

1: dmap; pyridine / 24 h / 20 °C

2: isopentyl nitrite; Bromoform / 3.5 h / 20 °C

3: triethylamine / ethanol / 8 h / Reflux

With pyridine; dmap; Bromoform; triethylamine; isopentyl nitrite; In ethanol;

DOI:10.1002/ejoc.201301897

upstream raw materials:

p-nitrobenzene iodide

adenosine

Downstream raw materials:

C₃₄H₃₂N₈O₉

C₃₆H₃₇N₉O₉

C₂₈H₂₇N₇O₉

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-bromo-8-(4-nitrophenyl)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate