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1H-Purine-2,6-dione, 1-[11-(dodecylamino)-10-hydroxyundecyl]-3,7-dihydro-3,7-dimethyl- synthesis
- Product Name:1H-Purine-2,6-dione, 1-[11-(dodecylamino)-10-hydroxyundecyl]-3,7-dihydro-3,7-dimethyl-
- CAS Number:166981-13-1
- Molecular formula:C30H55N5O3
- Molecular Weight:533.79
Yield:166981-13-1 57%
Reaction Conditions:
in ethanol;ethyl acetate;
Steps:
11 1-(11-Dodecylamino-10-hydroxylundecyl)-3,7-dimethylxanthine (CT-2584).
1-(11-Dodecylamino-10-hydroxylundecyl)-3,7-dimethylxanthine (CT-2584). A three-necked 2 liter round bottom flask was fitted with an overhead mechanical stir motor, stir shaft with Teflon paddle, stir bearing, thermal well, digital thermocouple thermometer with probe, Claisen adapter, gas inlet adapter for Argon, and a condenser cooled with water. 1-(10,11-Oxidoundecyl)-3,7-dimethylxanthine (97.9 g, 0.281 moles), dodecylamine (156.3 g, 0.843 moles) and absolute ethanol (300 ml) were charged to the 2 liter round bottom flask. After heating under reflux for 16 hours, the solvent was evaporated under reduced pressure. Ethyl acetate (1200 ml) was added to the hot slurry. The solution was cooled to room temperature. The solid was filtered, rinsed with cold ethyl acetate (2*250 ml) and dried at 45° C. at 1 mm Hg vacuum. Recrystallization (ethyl acetate) provided CT-2584 (85.6 g, 57% yield) as a white solid.
References:
US2003/54977,2003,A1