5'-O-(4-methoxytrityl)ribavirin

Base Information

• Chemical Name: 5'-O-(4-methoxytrityl)ribavirin
• CAS No.: 190141-28-7
• Molecular Formula: C₂₈H₂₈N₄O₆
• Molecular Weight: 516.554
• Mol file: 190141-28-7.mol

Synonyms:5'-O-(4-methoxytrityl)ribavirin

Chemical Property of 5'-O-(4-methoxytrityl)ribavirin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-(4-methoxytrityl)ribavirin

There total 1 articles about 5'-O-(4-methoxytrityl)ribavirin 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%

mono-4-methoxytrityl chloride (14470-28-1) + ribavirin (36791-04-5,66510-90-5) → 5'-O-(4-methoxytrityl)ribavirin (190141-28-7)

Guidance literature:

With pyridine; for 48h; Ambient temperature;

DOI:10.1002/hlca.19970800404

Reference yield:

levulinic acid (123-76-2) + 5'-O-(4-methoxytrityl)ribavirin (190141-28-7) → 2',3'-di-O-levulinoyl-5'-O-(4-methoxytrityl)ribavirin (1171006-25-9)

Guidance literature:

levulinic acid; With dicyclohexyl-carbodiimide; In 1,4-dioxane; at 0 ℃; for 1h;

5'-O-(4-methoxytrityl)ribavirin; With pyridine; dmap; In 1,4-dioxane;

Reference yield:

5'-O-(4-methoxytrityl)ribavirin (190141-28-7) → Benzoic acid (2R,3R,4R,5R)-5-(3-carbamoyl-[1,2,4]triazol-1-yl)-4-{hydroxy-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-yl ester; compound with triethyl-amine

Guidance literature:

Multi-step reaction with 4 steps

1: 57 percent / Et₃N, DMAP / acetonitrile / 18 h / Ambient temperature

2: pyridine / 3 h / Ambient temperature

3: 18 h / Ambient temperature

4: 4-nitrobenzaldoxim / dioxane; H₂O / 24 h / Ambient temperature

With dmap; triethylamine; 4-nitrobenzaldehyde oxime; In 1,4-dioxane; pyridine; water; acetonitrile;

DOI:10.1002/hlca.19970800404

upstream raw materials:

mono-4-methoxytrityl chloride

ribavirin

Downstream raw materials:

1-(2,3-di-O-benzoyl-β-D-ribofuranosyl)-1,2,4-triazole-3-carboxamide

2',3'-di-O-levulinoyl-5'-O-(4-methoxytrityl)ribavirin

Refernces

• 1、 -. "PROTECTED NUCLEOTIDE ANALOGS". Page/Page column 34; 37. . Retrieved 2010/10/03.
• 2、 Kvasyuk,Kulak,Tkachenko,Sentyureva,Mikhailopulo,Suhadolnik,Henderson,Horvath,Guan,Pfleiderer. "Nucleotides: Part LII. Synthesis and biological activity of new base- modified (2'- 5')oligoadenylate trimers". . p. 1053 - 1060. Retrieved 2007/10/03.