5'-Adenylic acid, 2'-(4-methylbenzenesulfonate)

Base Information

• Chemical Name: 5'-Adenylic acid, 2'-(4-methylbenzenesulfonate)
• CAS No.: 28220-12-4
• Molecular Formula: C17H20N5O9PS
• Molecular Weight: 501.414
• Mol file: 28220-12-4.mol

Synonyms:

Chemical Property of 5'-Adenylic acid, 2'-(4-methylbenzenesulfonate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-Adenylic acid, 2'-(4-methylbenzenesulfonate)

There total 2 articles about 5'-Adenylic acid, 2'-(4-methylbenzenesulfonate) 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: 97.6%

5'-adenosine monophosphate (61-19-8,24937-83-5,67583-85-1) + p-toluenesulfonyl chloride (98-59-9) → O2'-(toluene-4-sulfonyl)-[5']adenylic acid (28220-12-4)

Guidance literature:

5'-adenosine monophosphate; With sodium hydroxide; In 1,4-dioxane; at 5 - 15 ℃; for 0.5h;

p-toluenesulfonyl chloride; In 1,4-dioxane; at -15 - 5 ℃; for 18h;

Reference yield:

→ O2'-(toluene-4-sulfonyl)-[5']adenylic acid (28220-12-4)

Guidance literature:

AMP, Tosylchlorid;

DOI:10.1016/S0040-4020(01)93815-3

Reference yield:

O2'-(toluene-4-sulfonyl)-[5']adenylic acid (28220-12-4) → vidarabine monophosphate (29984-33-6,24937-83-5,67583-85-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: pyridinium hydrobromide perbromide / 1,4-dioxane / 0.5 h / -15 - 5 °C

2.1: acetic acid / 2 h / Reflux

2.2: 0.5 h

3.1: ammonia; ammonium chloride / ethanol / 24 h / 0 - 70 °C

4.1: pyridine / 0.17 h

4.2: Dowex₅₀WX₄ / 18 h / 95 - 100 °C

5.1: raney nickel / 5 h / Reflux

With pyridine; ammonia; ammonium chloride; acetic acid; pyridinium hydrobromide perbromide; In 1,4-dioxane; ethanol;

upstream raw materials:

5'-adenosine monophosphate

p-toluenesulfonyl chloride

Downstream raw materials:

vidarabine monophosphate