8-cyclohexyl-3-(3-(4-fluorosulfonylbenzamido)propyl)-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine

Base Information

• Chemical Name: 8-cyclohexyl-3-(3-(4-fluorosulfonylbenzamido)propyl)-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine
• CAS No.: 321907-01-1
• Molecular Formula: C₃₀H₄₄FN₅O₆SSi
• Molecular Weight: 649.859
• Mol file: 321907-01-1.mol

Synonyms:8-cyclohexyl-3-(3-(4-fluorosulfonylbenzamido)propyl)-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine

Chemical Property of 8-cyclohexyl-3-(3-(4-fluorosulfonylbenzamido)propyl)-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-cyclohexyl-3-(3-(4-fluorosulfonylbenzamido)propyl)-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine

There total 8 articles about 8-cyclohexyl-3-(3-(4-fluorosulfonylbenzamido)propyl)-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine 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: 87.0%

4-[(3-bromopropyl)carbamoyl]benzene-1-sulfonyl fluoride (321907-05-5) + 8-cyclohexyl-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine (321906-97-2) → 8-cyclohexyl-3-(3-(4-fluorosulfonylbenzamido)propyl)-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine (321907-01-1)

Guidance literature:

8-cyclohexyl-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine; With potassium carbonate; In N,N-dimethyl-formamide; for 1h;

4-[(3-bromopropyl)carbamoyl]benzene-1-sulfonyl fluoride; In N,N-dimethyl-formamide;

DOI:10.1021/jm000181f

Reference yield: 29.0%

4-carboxybenzenesulfonyl fluoride (455-26-5) + 3-(3-aminopropyl)-8-cyclohexyl-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine (321907-00-0) → 8-cyclohexyl-3-(3-(4-fluorosulfonylbenzamido)propyl)-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine (321907-01-1)

Guidance literature:

4-carboxybenzenesulfonyl fluoride; 3-(3-aminopropyl)-8-cyclohexyl-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jm000181f

Reference yield:

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 8-cyclohexyl-3-(3-(4-fluorosulfonylbenzamido)propyl)-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine (321907-01-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: K₂CO₃ / dimethylformamide / 2 h / 20 °C

1.2: 97 percent / dimethylformamide

2.1: 89 percent / ammonium formate / 10 percent Pd/C / methanol / 2 h

3.1: K₂CO₃ / dimethylformamide / 1 h

3.2: 100 percent / dimethylformamide

4.1: 56 percent / CH₃NH₂ / methanol / 14 h / 50 °C

5.1: EDCI / dimethylformamide / 0 - 20 °C

5.2: 29 percent / iPr₂NEt / dimethylformamide / 0 - 20 °C

With ammonium formate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; methylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm000181f

upstream raw materials:

4-carboxybenzenesulfonyl fluoride

3-(3-aminopropyl)-8-cyclohexyl-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine

4-[(3-bromopropyl)carbamoyl]benzene-1-sulfonyl fluoride

8-cyclohexyl-1-propyl-7-(2-(trimethylsilyl)ethoxymethyl)xanthine