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Usage

Uses

(R)-9-[2-(DIETHYLPHOSPHONOMETHOXY)PROPYL] ADENINE is used as a pharmaceutical compound for its potential therapeutic applications.
Used in Pharmaceutical Industry:
(R)-9-[2-(DIETHYLPHOSPHONOMETHOXY)PROPYL] ADENINE is used as a therapeutic agent for its potential to target specific biological processes and pathways. Its acyclic phosphonate nucleotide structure allows it to interact with cellular components, making it a promising candidate for the development of new drugs and therapies.
Additionally, due to its unique chemical properties, (R)-9-[2-(DIETHYLPHOSPHONOMETHOXY)PROPYL] ADENINE may also be used in other industries, such as:
Used in Chemical Research Industry:
(R)-9-[2-(DIETHYLPHOSPHONOMETHOXY)PROPYL] ADENINE is used as a research compound for studying its interactions with various biological targets and understanding its potential applications in drug discovery and development.
Used in Material Science Industry:
The white solid nature of (R)-9-[2-(DIETHYLPHOSPHONOMETHOXY)PROPYL] ADENINE may also find applications in the development of new materials with specific properties, such as in the creation of advanced coatings or other industrial applications where its unique characteristics can be utilized.

InChI:InChI=1/C13H22N5O4P/c1-4-21-23(19,22-5-2)9-20-10(3)6-18-8-17-11-12(14)15-7-16-13(11)18/h7-8,10H,4-6,9H2,1-3H3,(H2,14,15,16)/t10-/m1/s1

Upstream product

• 14047-27-9 (S)-1-(6-amino-9H-purin-9-yl) propan-2-ol 
• 31618-90-3 diethyl (p-toluenesulfonyloxymethane)phosphonate 
• 100682-42-6 1-(6-chloro-9H-purin-9-yl)-2-propanone 
• 213694-15-6 1-(6-iodo-9H-purin-9-yl)propan-2-one 
• 106938-62-9 (diethoxyphosphinyl)methyl trifluoromethanesulfonate 
• 14047-28-0 (R)-9-(2-hydroxypropyl)adenine 
• 105970-02-3 1-(6-amino-9H-purin-9-yl)propan-2-one 
• 1493808-01-7 (R)-1-(6-chloropurine-9-yl)-2-(diethoxyphosphorylmethoxy)propane 
• 64-17-5 ethanol 
• 342631-41-8 9-[(R)-2-[[(S)-[bis(phenoxy)phosphinyl]]methoxy]propyl]adenine 
• 4331-29-7 4-aminobenzimidazole 
• 16606-55-6 (R)-1,2-propylene carbonate 
• 66224-66-6 adenine 
• 180587-74-0 (R)-1-(6-chloro-9H-purin-9-yl) propan-2-ol 

Downstream Products

• 201341-05-1 tenofovir disoproxil 
• 1432630-26-6 tenofovir disoproxil fumarate 
• 147127-20-6 tenofovir 
• 211364-69-1 Tenofovir mono-POC 
• 1246812-40-7 propan-2-yl {[(propan-2-yloxy)carbonyl]oxy}methyl {[(2R)-1-(6-amino-9H-purin-9-yl)propan-2-yl]oxy}methanephosphonate 
• 1354647-85-0 (R)-9-[2-(pivaloyloxymethyl)-(isopropoxycarbonyloxymethyl)phosphonoylmethoxypropyl]adenine p-toluenesulfonate 
• 202138-50-9 tenofovir disoproxyl fumarate 
• 1244022-55-6 C₁₅H₂₄N₅O₈P 
• 1244022-53-4 C₂₀H₃₂N₅O₁₁P 

Relevant academic research and scientific papers

Preparation method of nucleoside phosphate prodrug

The invention belongs to the field of pharmaceutical chemicals, and relates to a preparation method of a nucleoside phosphate prodrug. A diphenol phosphate intermediate A and an alcohol compound B are subjected to a transesterification reaction to obtain the nucleoside phosphate prodrug. According to the method, rapid synthesis of different nucleoside prodrugs is achieved through exchange of the base-catalyzed nucleoside diphenyl phosphate intermediate and alcohol, synthesis of a target compound is achieved through one-step reaction, meanwhile, use of strong acid and high-toxicity chlorides is avoided, the safety of generation can be improved, the cost is reduced, and emission of three wastes is reduced.

Green and environment-friendly preparation method of tenofovir

The invention relates to a green and environment-friendly preparation method of tenofovir, and belongs to the technical field of tenofovir preparation. The method comprises the following steps: (1) adding a solvent and R-hydroxypropyl adenine; adding a coupling catalyst in batches, heating, dropwise adding p-toluenesulfonyl methoxy dialkyl phosphonate, carrying out heat preservation and stirring; (2) cooling and adjusting the pH value; and heating and concentrating under reduced pressure; (3) cooling and adding acetone; and cooling, stirring, filtering and concentrating under reduced pressure; (4) adding SO4/ZrO2-Nd2O3 type solid acid, stirring, heating, and adding deionized water; (5) carrying out stirring reaction; and filtering; (6) stirring, decolorizing and filtering; (7) adjusting pH, cooling and stirring; and (8) centrifuging to be dry, and taking out a filter cake to obtain a tenofovir wet product; and drying under reduced pressure to obtain a finished product. The method is scientific and reasonable in design, mild in reaction condition, easy to operate and suitable for green and environment-friendly industrial production, and the product yield and purity are obviously improved.

Synthesis process of antiviral drug

The invention discloses a synthesis process of an antiviral drug. The process comprises the following steps: reacting adenine (II) with (R)- propylene carbonate (III) to prepare a compound IV, carrying out alkylation reaction on the compound IV and a compound V to prepare a compound VI, and carrying out esterolysis reaction to prepare a compound VII; and carrying out esterification reaction on theprepared compound VII and chloromethyl isopropyl carbonate, and salifying with fumaric acid to prepare the final product tenofovir disoproxil fumarate (I). The synthetic route is simple, the reactionconditions are mild, the generation of impurities is reduced, the total yield and purity of the product are improved, and the method is suitable for industrial production.

Tenofovir disoproxil fumarate analog preparation method

The present invention discloses a tenofovir disoproxil fumarate analog preparation method, which comprises: carrying out a substitution reaction on adenine as a raw material and (R)-propylene carbonate in the presence of an alkali, carrying out a substitution reaction with (diethoxyphosphoryl)methyl-4-methylbenzenesulfonate, hydrolyzing with a concentrated hydrochloric acid solution, crystallizingto obtain anhydrous tenofovir, carrying out a reaction on the anhydrous tenofovir and chloromethyl isopropyl carbonate to obtain tenofovir monoester, and carrying out a reaction with 2-bromopropane to obtain the target compound. According to the present invention, the selected starting raw materials are inexpensive and easy to obtain, the process is simple, and the material utilization rate and total yield are improved; and the intermediate of the method is purified by re-crystallization, such that the yield is high, and the purity is high.

Method for preparing tenofovir disoproxil

The invention discloses a method for preparing tenofovir disoproxil and relates to the field of preparation of tenofovir disoproxil. The method for preparing the tenofovir disoproxil specifically comprises the following steps: A) preparing (R)-9-(2-hydroxypropyl) adenine; B) preparing (R)-9-(2-phosphonic acid methoxy-propyl) adenine di(ethyl) ester; C) preparing tenofovir; D) preparing tenofovir disoproxil; and E) carrying out finished product detection and inspection. Compared with the prior art, the method has the beneficial effects that while the medicine effect of the tenofovir disoproxilis ensured, the reaction steps are simplified, the yield is increased, the conversion rates of intermediates (R)-9-(2-hydroxypropyl) adenine, (R)-9-(2-phosphonic acid methoxy-propyl) adenine di(ethyl)ester and tenofovir reach 75%, 63.2% and 74.3% respectively, and the total yield of the tenofovir disoproxil is as high as 62.4% finally.

Method of preparing tenofovir by using microreactor

The invention provides a method of preparing tenofovir by using a microreactor. The method comprises the following steps: performing a condensation reaction by using adenine and (R)-propylene carbonate as raw materials to prepare (R)-9-(2-hydroxypropyl)adenine, and performing a condensation reaction on the (R)-9-(2-hydroxypropyl)adenine and diethyl(tosyloxy)phosphonate under the action of magnesium tert-butoxide to prepare (R)-9-[2-(diethylphosphonomethoxy)propyl]adenine; and performing a deesterification reaction by adopting a microreactor and using a hydrogen chloride gas as a deesterification reagent to prepare the tenofovir. According to the method provided by the invention, the deesterification reaction uses the hydrogen chloride as the deesterification reagent, and the hydrogen chloride used in the method has a low price and low costs; the quantitative reaction is used, and the deesterification reaction is carried out by using the microreactor technology, so that the reaction pressure and temperature are improved, and the mixing effect is enhanced; the generation amount of waste liquid is less, and the method is green and environmentally friendly; and the method has a fast reaction speed, high reaction efficiency, less side reactions, and high purity and a high yield of the target product, and facilitates industrial production.

Method for recycling byproduct p-toluene magnesium sulfonate to synthesize tenofovir

The invention relates to the technical field of medicine chemicals and in particular discloses a method for recycling a byproduct p-toluene magnesium sulfonate to synthesize tenofovir. According to the method, hydroxymethylphosphonic acid diethyl ester and paratoluensulfonyl chloride are adopted as raw materials, magnesium carbonate is adopted as an acid-binding agent, p-toluenesulfonyl oxymethyldiethyl phosphate is synthesized, tenofovir is synthesized from the p-toluenesulfonyl oxymethyl diethyl phosphate and R-9-(2-hydroxypropyl), and meanwhile, a byproduct p-toluene magnesium sulfonate isgenerated; and magnesium carbonate and sodium p-toluenesulfonate are generated through a reaction of the p-toluene magnesium sulfonate and sodium carbonate. According to the method, the byproduct p-toluene magnesium sulfonate is mainly recycled, process treatment difficulties are reduced, byproducts p-toluene magnesium sulfonate and magnesium chloride which are obtained after treatment are high in purity, export sales can be achieved, the magnesium carbonate can be applied to synthesis of the p-toluenesulfonyl oxymethyl diethyl phosphate, and the production cost can be reduced.

A method for preparing for [...] (by machine translation)

The invention relates to a method for preparing for [...]. Specifically, the invention relates to an industrial production level of preparation for fuwei two pyrrole fufu ester of the method, the method can improve the reaction yield, reducing the impurity, is simple and easy to control, is conducive to industrial expansion of production. (by machine translation)

Preparation method for tenofovir

The invention relates to the field of chemical synthesis, and in particular relates to a preparation method for tenofovir. The compound provided by the invention has a structure shown by a formula XIIin the description. The method for preparing the tenofovir based on a compound provided by the invention has the advantages that raw materials are cheap and easy to obtain, the process route is short, the conditions are mild and reliable, and the method is easily used for industrialized production.

A method for the synthesis of fuwei (by machine translation)

The invention belongs to the technical field of drugs, in particular to a method for the synthesis of fuwei. It comprises the following steps: the steps of: A, under the protection of nitrogen will be adenine with R - propylene carbonate in the solvent mixed, under the catalysis of alkali, heating produced by the reaction of 9 - (2 - hydroxypropyl) adenine, the reaction solution obtained after filtering the concentrated concentrate; B, in step A in concentrate in the add catalyst, thermal insulation dropping paratoluene sulfonyl ethoxy methyl diethyl phosphoric acid ester DESMP, after the reaction syrup obtained after evaporating the solvent under reduced pressure; C, step B of adding syrup mixed hydrobromide, hydrolysis to obtain for fuwei thick. The invention through one-pot preparation tenofovir, simple preparation method, the yield of 63% more, products for detection HPLC purity 99.3%, is suitable for industrial production, there is very great application value. (by machine translation)