2',3',5'-TRI-O-ACETYLNEBULARINE

Base Information

• Chemical Name: 2',3',5'-TRI-O-ACETYLNEBULARINE
• CAS No.: 15981-63-2
• Molecular Formula: C16H18N4O7
• Molecular Weight: 378.342
• Mol file: 15981-63-2.mol

Synonyms:2'-O,3'-O,5'-O-Triacetyl-8-bromoguanosine;Guanosine,8-broMo-,2',3',5'-triacetate;8-bromo-2',3',5'-tri-O-acetylguanosine;8-bromoguanosine 2',3',5'-triacetate;2',3',5'-Tri-O-acetyl-8-bromo-D-guanosine;2',3',5'-tri-O-acetyl-2-bromoguanosine;

Chemical Property of 2',3',5'-TRI-O-ACETYLNEBULARINE

Chemical Property:

• Vapor Pressure: 1.41E-11mmHg at 25°C
• Boiling Point: 536.4°Cat760mmHg
• PKA: 2.42±0.10(Predicted)
• Flash Point: 278.2°C
• PSA: 131.73000
• Density: 1.54g/cm³
• LogP: 0.15020
• Solubility.: Chloroform, Ethyl Acetate, Methanol

Purity/Quality:

97% ^*data from raw suppliers

2',3',5'-Tri-O-acetylnebularine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2’,3’,5’-Tri-O-acetylnebularine (cas# 15981-63-2) is a compound useful in organic synthesis.

Technology Process of 2',3',5'-TRI-O-ACETYLNEBULARINE

There total 16 articles about 2',3',5'-TRI-O-ACETYLNEBULARINE 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: 94.0%

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-(methylthio)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate (73237-86-2) → 2',3',5'-tri-O-acetylnebularine (15981-63-2)

Guidance literature:

With triethylsilane; palladium 10% on activated carbon; In tetrahydrofuran; at 0 - 20 ℃; for 12h; chemoselective reaction;

DOI:10.1021/ol2026813

Reference yield: 85.0%

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-bromo-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate (74465-47-7) → 2',3',5'-tri-O-acetylnebularine (15981-63-2)

Guidance literature:

With hydrogen; sodium acetate; palladium on activated charcoal; In methanol; at 20 ℃; for 8h; under 1900.13 Torr;

DOI:10.1021/jo016078v

Reference yield: 83.0%

C16H20N6O7 (1526929-31-6) → 2',3',5'-tri-O-acetylnebularine (15981-63-2)

Guidance literature:

With water; oxygen; copper(II) sulfate; at 80 ℃; for 6h; Green chemistry;

DOI:10.1039/c3gc41658e

upstream raw materials:

9-β-D-ribofuranosyl-6-thio-9H-purine 2',3',5'-triacetate

2',3',5'-O-triacetyl-6-chloroinosine

triacetyladenosine

1,3,5-Triazine

Downstream raw materials:

Nebularin

6-methyl-9-(β-D-ribofuranosyl)purine

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

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-(m-tolyl)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate