INOSINE, 2'',3''-DIDEOXY-, 5''-ACETATE

Base Information

• Chemical Name: INOSINE, 2'',3''-DIDEOXY-, 5''-ACETATE
• CAS No.: 130676-58-3
• Molecular Formula: C12H14 N4 O4
• Molecular Weight: 278.268
• Mol file: 130676-58-3.mol

Synonyms:INOSINE, 2'',3''-DIDEOXY-, 5''-ACETATE

Chemical Property of INOSINE, 2'',3''-DIDEOXY-, 5''-ACETATE

Chemical Property:

• Boiling Point: 555.9°Cat760mmHg
• Flash Point: 290°C
• PSA: 99.10000
• Density: 1.61g/cm³
• LogP: 0.36030

Purity/Quality:

97% ^*data from raw suppliers

2',3'-DIDEOXY-5'-ACETATE INOSINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of INOSINE, 2'',3''-DIDEOXY-, 5''-ACETATE

There total 11 articles about INOSINE, 2'',3''-DIDEOXY-, 5''-ACETATE 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%

Dideoxyinosine (69655-05-6) + acetic anhydride (108-24-7) → 5'-O-acetyl-2',3'-dideoxyinosine (130676-58-3)

Guidance literature:

In pyridine; overnight;

DOI:10.1080/07328319608002035

Reference yield: 72.0%

5'-O-acetyl-2',3'-didehydro-2',3'-dideoxyinosine (130676-57-2) → 5'-O-acetyl-2',3'-dideoxyinosine (130676-58-3)

Guidance literature:

With water; hydrogen; palladium on activated charcoal; In methanol; for 2h;

DOI:10.1016/S0040-4020(01)00800-6

Reference yield:

Acetic acid (2R,3S,5R)-5-(6-hydroxy-purin-9-yl)-3-phenoxythiocarbonyloxy-tetrahydro-furan-2-ylmethyl ester → 5'-O-acetyl-2',3'-dideoxyinosine (130676-58-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 80 ℃; for 3h; Yield given;

DOI:10.1016/S0960-894X(99)00228-0

upstream raw materials:

Dideoxyinosine

acetic anhydride

2-deoxyinosine

9-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-1H-purin-6(9H)-one

Downstream raw materials:

O⁶-benzyl-5'-O-dibenzyloxyphosphoryl-2',3'-dideoxyinosine

2',3'-dideoxy-O⁶-(2,4,6-triisopropylbenzenesulfonyl)inosine

O⁶-benzyl-2',3'-dideoxyinosine

didanosine

Refernces

• 1、 Brossette, Thierry,Klein, Emmanuel,Créminon, Christophe,Grassi, Jacques,Mioskowski, Charles,Lebeau, Luc. "Synthesis of haptens for the development of immunoassays for the monitoring of intracellular anti-HIV nucleosides and nucleotides". . p. 8129 - 8143. Retrieved 2007/10/03.
• 2、 Kawaguchi,Hasegawa,Seki,Juni,Morimoto,Miyakawa,Saneyoshi. "Prodrugs of 2',3'-dideoxyinosine (DDI): Improved oral bioavailability via hydrophobic esters". . p. 1338 - 1340. Retrieved 2007/10/02.