6-chloro-2-(3''-(5''-fluoro-1''-(p-toluenesulfonyl)indolyl)ethyloxy)-3',4',5'-triacetyladenosine

Base Information

• Chemical Name: 6-chloro-2-(3''-(5''-fluoro-1''-(p-toluenesulfonyl)indolyl)ethyloxy)-3',4',5'-triacetyladenosine
• CAS No.: 936252-76-5
• Molecular Formula: C₃₃H₃₁ClFN₅O₁₀S
• Molecular Weight: 744.154
• Mol file: 936252-76-5.mol

Synonyms:6-chloro-2-(3''-(5''-fluoro-1''-(p-toluenesulfonyl)indolyl)ethyloxy)-3',4',5'-triacetyladenosine

Chemical Property of 6-chloro-2-(3''-(5''-fluoro-1''-(p-toluenesulfonyl)indolyl)ethyloxy)-3',4',5'-triacetyladenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-chloro-2-(3''-(5''-fluoro-1''-(p-toluenesulfonyl)indolyl)ethyloxy)-3',4',5'-triacetyladenosine

There total 6 articles about 6-chloro-2-(3''-(5''-fluoro-1''-(p-toluenesulfonyl)indolyl)ethyloxy)-3',4',5'-triacetyladenosine 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: 59.0%

3-(2-iodoethyl)-5-fluoro-1-(p-toluenesulfonyl)indole (936252-55-0) + 6-chloro-2-hydroxy-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl) purine (161923-50-8) → 6-chloro-2-(3''-(5''-fluoro-1''-(p-toluenesulfonyl)indolyl)ethyloxy)-3',4',5'-triacetyladenosine (936252-76-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm061278q

Reference yield: 59.0%

→ 6-chloro-2-(3''-(5''-fluoro-1''-(p-toluenesulfonyl)indolyl)ethyloxy)-3',4',5'-triacetyladenosine (936252-76-5)

Guidance literature:

Reference yield:

2-(5-fluoro-1-tosyl-1H-indol-3-yl)ethyl 4-methylbenzenesulfonate (1027596-82-2) → 6-chloro-2-(3''-(5''-fluoro-1''-(p-toluenesulfonyl)indolyl)ethyloxy)-3',4',5'-triacetyladenosine (936252-76-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / sodium iodide / dimethylformamide / 60 °C

2: 59 percent / Cs₂CO₃ / dimethylformamide / 20 °C

With caesium carbonate; sodium iodide; In N,N-dimethyl-formamide;

DOI:10.1021/jm061278q

upstream raw materials:

3-(2-iodoethyl)-5-fluoro-1-(p-toluenesulfonyl)indole

6-chloro-2-hydroxy-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl) purine

2-(5-fluoro-1-tosyl-1H-indol-3-yl)ethyl 4-methylbenzenesulfonate

(5-fluoroindol-3-yl)acetic acid

Downstream raw materials:

2-(3-(5-fluoro-1-(p-toluenesulfonyl)indolyl)ethyloxy)adenosine

Refernces

• 1、 Adachi, Hayamitsu,Palaniappan, Krishnan K.,Ivanov, Andrei A.,Bergman, Nathaniel,Gao, Zhan-Guo,Jacobson, Kenneth A.. "Structure-activity relationships of 2,N6,5′-substituted adenosine derivatives with potent activity at the A2B adenosine receptor". . p. 1810 - 1827. Retrieved 2008/02/06.