2-(6-Aminopurin-9-yl)ethanol Chemical Properties

Melting point:

240.0 to 244.0 °C

Boiling point:

473.2±55.0 °C(Predicted)

Density 

1.67±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated)

pka

14.35±0.10(Predicted)

form 

Solid

color 

White to Off-White

Water Solubility 

10g/L at 20℃

λmax

261nm(H2O)(lit.)

InChIKey

VAQOTZQDXZDBJK-UHFFFAOYSA-N

Safety Information

HS Code 

2933.99.8290

2-(6-Aminopurin-9-yl)ethanol Usage And Synthesis

Uses

2-(6-Aminopurin-9-yl)ethanol is a useful intermediate in the preparation of aryloxyalkyl derivatives of adenine with antiviral activity.

Synthesis

Example 5 Preparation of 9-(2-hydroxyethyl)adenine (5) A mechanical stirrer, condenser tube, thermometer and heating jacket were assembled on a 12L three-necked round bottom flask. After the system was replaced by nitrogen, adenine (504 g), vinyl carbonate (343 g), N,N-dimethylformamide (DMF, 3.7 L) and sodium hydroxide (7.80 g) were added sequentially. Stirring was turned on and the mixture was heated to reflux (about 80 min to reach reflux, reactor internal temperature 145°C) and the reflux reaction was maintained for 2 hours. The heating jacket was removed and the yellow reaction solution was allowed to cool naturally to below 100°C. The mixture was then cooled to 5 °C in an ice bath and diluted with the addition of toluene (3.8 L). The temperature of the reaction system was kept below 10 °C and the stirring was continued for 2 hours and then filtered. The filter cake was washed sequentially with toluene (2 x 0.5 L) and pre-cooled ethanol (1.5 L), and finally dried under reduced pressure conditions (-30 inches Hg) at 50 °C for 14 h to constant weight. The resulting product 5 was characterized for purity and structure by HPLC and 1H-NMR (DMSO-d6).

References

[1] Patent: CN106699814, 2017, A. Location in patent: Paragraph 0020-0021
[2] Molecules, 2012, vol. 17, # 11, p. 13290 - 13306
[3] Patent: US2003/225277, 2003, A1. Location in patent: Page 10-11
[4] Tetrahedron Letters, 2006, vol. 47, # 11, p. 1767 - 1770
[5] Patent: CN104387421, 2016, B. Location in patent: Paragraph 0026-0028

2-(6-Aminopurin-9-yl)ethanol(707-99-3)Related Product Information

• Methyl 2-hydroxyethyl cellulose
• 2-Hydroxyethanesulphonic acid
• Ethyl acetate
• Hydroxyethyl starch
• Hydroxyethyl Cellulose
• Sodium isethionate
• 3-METHYLADENINE
• 2-Methoxyethanol
• 6-Benzylaminopurine
• 2-(2-Aminoethylamino)ethanol
• Ethanol
• Diethanolamine
• Adenine
• rac-Tenofovir-d7
• Chloromethyl isopropyl carbonate
• ChloroMethyl Propyl Carbonate
• (S)-Tenofovir
• 2,4,6,8-Tetraoxa-5-phosphanonanedioic acid, 5-[[(1R)-2-[6-[[[[9-[(2R)-5-hydroxy-2,11-diMethyl-5-oxido-9-oxo-3,6,8,10-tetraoxa-5-phosphadodec-1-yl]-9H-purin-6-yl]aMino]Methyl]aMino]-9H-purin-9-yl]-1-Methylethoxy]Methyl]-, 1,9-bis(1-Methylethyl) ester, 5-ox