6034-68-0Relevant articles and documents
Synthesis of (R) - 9 - (2-hydroxy-propyl) adenine method
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Paragraph 0019; 0042, (2016/10/17)
The invention discloses a method for synthesizing (R)-9-(2-hydroxy propyl) adenine. The method sequentially comprises the following steps: (1) primary amino acetylation: dissolving adenine in an organic solvent, adding alkali and a catalyst, stirring, and dripping acetic anhydride at 0-10 DEG C; holding at 80-85 DEG C, stirring and reacting for 6-10 h to obtain reaction liquid; (2) N-hydroxy propylation: regulating the pH of the reaction liquid to 9-10, adding propylene carbonate, stirring and reacting at 120-140 DEG C, cooling to 70-80 DEG C, adding toluene, stirring for 2-3 h, and separating and drying to obtain a solid product; (3) deacetylation reaction: adding the solid product into a sodium hydroxide aqueous solution, stirring to react at 90-95 DEG C for 2-4 h, cooling to the room temperature, neutralizing the pH to 6-8 through concentrated hydrochloric acid, separating and drying to obtain the product. The method provided by the invention is used for greatly increasing the reaction selectivity, avoiding the generation of byproduct (R)-6-(2-hydroxy propyl) adenine, increasing the yield of the (R)-9-(2-hydroxy propyl) adenine by more than 90% and greatly lowering the production cost of tenofovir disoproxil fumarate.
Some Intramolecular Michael Addition of Adenine Derivatives
Brahme, Nanda M.,Smith, Walter T.
, p. 109 - 112 (2007/10/02)
In our attempts to prepare polymerizable derivatives of nucleic acid bases, we investigated the reaction of adenine (1) and 9-(cyanoethyl)adenine (4) with acrylic anhydride and acryloyl chloride. reactions of adenine with methyl acrylate and vinyl acrylate were also examined.The results show that these reactions are solvent dependent and the intermediate acryloyladenine 3 can undergo a facile intramolecular Michael reaction to form 7.
NEW SYNTHETIC APPROACH FOR AZOLOPURINES AND ANALOGS
Tisler, Miha,Stanovnik, Branko,Zrimsek, Zdenka
, p. 405 - 411 (2007/10/02)
A new synthetic approach has been developed for the synthesis of some azolopurines, i.e. derivatives of 1,2,4-triazolo(3,4-b)purine (3) and pyrrolo(2,1-b)purine (8), and for some pyrazolo(3,4-d)pyrimidines (12,14).
