(R)-(+)-9-(2-Hydroxypropyl)adenine synthesis
- Product Name:(R)-(+)-9-(2-Hydroxypropyl)adenine
- CAS Number:14047-28-0
- Molecular formula:C8H11N5O
- Molecular Weight:193.21
66224-66-6
16606-55-6
14047-28-0
To a reaction flask was added 200 mL of N,N-dimethylformamide (DMF) protected by N2, adenine (30.0 g, 0.222 mol, 1 equiv) and stirred. NaOH (0.45 g, 0.011 mol) and R-propylene carbonate (28.5 g, 0.279 mol, 1.26 eq.) were subsequently added. The reaction mixture was warmed to 130-140 °C within 12 h of the sampling test, and the reaction was stopped when the adenine content dropped to 1% or less. Slowly cooled to below 90°C, 200 mL of toluene was added, cooling was continued to 0-5°C, and the mixture was stirred for 2 hours. Filtered and dried to give 38.13 g white solid in 87% yield.
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14047-28-0
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Yield:14047-28-0 96.3%
Reaction Conditions:
with ammonium hydroxide in 1,4-dioxane at 100 - 110;Sealed tube;Large scale;
Steps:
5.5 Example 5 Synthesis of Compound XIV
5.5 1.2 kg of compound XIII was added to a 50 L pressurized reactor, followed by 6.0 L of 1,4-dioxane and 6.0 L of aqueous ammonia. The temperature was raised to 100 to 110 ° C, and the reflux reaction was sealed for 6 to 8 hours.After the reaction is completed, the heating is turned off. It was concentrated to dryness under reduced pressure at 60 ° C, and was added once with 3.0 L of isopropyl alcohol. The crude product was concentrated to dryness, and 3.0 L of ethanol was added and beaten for 30 minutes.Filtration and drying of the filter cake gave 1.05 kg of compound XIV as a yellow solid product with a purity of 95.2% and a yield of 96.3%.
References:
CN108285471,2018,A Location in patent:Paragraph 0080-0085
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