1355357-49-1

Usage

Uses

Used in Pharmaceutical Industry:
(2R,3R,4R,5R)‐2‐4‐aminopyrrolo[2,1‐f][1,2,4]triazin‐7‐yl‐3,4‐bis(benzyloxy)‐5‐[(benzyloxy)methyl]tetrahydrofuran‐2‐carbonitrile is used as a key intermediate in the synthesis of pharmaceuticals for various therapeutic applications. Its unique structure and functional groups make it a promising candidate for the development of new drugs with improved efficacy and selectivity.
Used in Medicinal Chemistry Research:
(2R,3R,4R,5R)‐2‐4‐aminopyrrolo[2,1‐f][1,2,4]triazin‐7‐yl‐3,4‐bis(benzyloxy)‐5‐[(benzyloxy)methyl]tetrahydrofuran‐2‐carbonitrile is utilized in medicinal chemistry research to explore its potential as a lead compound for the discovery of novel therapeutic agents. Its unique structural features and functional groups can be further modified and optimized to enhance its pharmacological properties and target specific biological pathways.
Used in Drug Design and Development:
(2R,3R,4R,5R)‐2‐4‐aminopyrrolo[2,1‐f][1,2,4]triazin‐7‐yl‐3,4‐bis(benzyloxy)‐5‐[(benzyloxy)methyl]tetrahydrofuran‐2‐carbonitrile serves as a valuable building block in drug design and development. Its versatile structure can be incorporated into various drug candidates, allowing for the creation of new molecules with improved pharmacokinetic and pharmacodynamic profiles.
Used in Biochemical and Molecular Biology Studies:
(2R,3R,4R,5R)‐2‐4‐aminopyrrolo[2,1‐f][1,2,4]triazin‐7‐yl‐3,4‐bis(benzyloxy)‐5‐[(benzyloxy)methyl]tetrahydrofuran‐2‐carbonitrile can also be employed in biochemical and molecular biology studies to investigate its interactions with biological targets, such as enzymes, receptors, or other macromolecules. This can provide valuable insights into its potential therapeutic mechanisms and help guide the optimization of its structure for specific applications.

Upstream product

• 937046-98-5 7-bromo-pyrrolo[2,1-f][1,2,4]triazin-4-ylamine 
• 7677-24-9 trimethylsilyl cyanide 
• 888720-29-4 4-chloropyrrolo[1,2-f][1,2,4]triazine 
• 1770840-43-1 7-iodopyrrolo-[2,1-f][1,2,4]-triazin-4-amine 
• 16838-89-4 2,3,5-tri-O-benzyl-D-ribofuranose 
• 14233-64-8 (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-dihydro-furan-2-one 
• 159326-68-8 pyrrolo[2,1-f][1,2,4]triazin-4-amine 
• 1355049-94-3 (3R,4R,5R)-2-(4-aminopyrrole-[2,1-f][1,2,4]-triazin-7-yl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-ol 

Downstream Products

• 1191237-69-0 (2R,3R,4S,5R)?2?(4?aminopyrrolo[1,2?f][1,2,4]triazin?7?yl)?3,4?dihydroxy?5?(hydroxymethyl)tetrahydrofuran?2?carbonitrile 
• 1355050-10-0 (2S)-isopropyl 2-(((((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate 
• 1355050-11-1 (2S)-2-ethylbutyl 2-(((((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate 
• 1911578-75-0 (2S)-2-ethylbutyl 2-(((R)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate 
• 1809249-37-3 (2S)-2-ethylbutyl 2-(((S)-(((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate 
• 1355050-12-2 (2S)-ethyl 2-(((((2R,3S,4R,5R)-5-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-5-cyano-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate 
• 1191237-80-5 (3αR,4R,6R,6αR)-4-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-6-(hydroxymethyl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbonitrile 

Relevant academic research and scientific papers

REMDESIVIR INTERMEDIATES

The present invention relates to a process for the preparation of a compound of formula (I) and to novel intermediates of the synthesis, wherein X is hydrogen, bromine or iodine; R1 is a protecting group, R2 is hydrogen or a protecting group, and PG is a protecting group.

METHODS OF PREPARING 1'-CYANO NUCLEOSIDES

The present disclosure generally describes methods of preparing l'-cyano nucleosides, such as a compound of Formula (I). For example, the compound of Formula (I) can be prepared from a compound of Formula (Il-a) in a flow reactor.

N-protected heterocyclic compound, preparation method thereof and method for preparing C-nucleoside derivative by using N-protected heterocyclic compound

The invention provides an N-protected heterocyclic compound, a preparation method thereof and a method for preparing a C-nucleoside derivative by using the N-protected heterocyclic compound. Specifically, the invention provides a method for preparing the C-nucleoside derivative by using a heterocyclic compound protected by N-carbobenzoxy or N-tert-butyloxycarboryl. According to the method, halogenation is not needed, temporary amino protection is not needed, protons of the heterocyclic compound are removed by directly using an organic lithium or organic magnesium compound, and addition with ribose lactone is carried out. According to the method, the synthesis route of the C-nucleoside derivative is shortened, and the yield of the reaction of the heterocyclic compound and the ribose lactone is remarkably improved under the condition that no halogen atom is used as a substituent group.

Synthesis method of key intermediate of ridecevir

The invention provides a novel method for preparing a key intermediate of ridecevir as shown in a formula (VII). Benzyl fully-protected lactone as shown in a formula (I) is used as a starting material and is subjected to ring opening to obtain a compound as shown in a formula (II). The hydroxyl of the compound (II) is protected by a proper protecting group to obtain the compound shown in the formula (III). The compound (III) and the compound (IV) are subjected to coupling, protecting group removal and cyclization to obtain an intermediate shown as a formula (V) by a one-pot method. The intermediate (V) is subjected to two-step conversion to obtain the key intermediate (VII) of the ridecevir. According to the method provided by the invention, the compound (I) which can be bought in the market is used as the starting material, and the key intermediate compound (VII) for preparing the ridecevir is obtained at high yield through five-step reaction, so that the cost is greatly reduced, and the method is suitable for industrial mass production.

Novel compound and application thereof

The invention relates to a novel compound and application thereof, and also relates to an application of the compound in preparation of antiviral drugs and the like. In particular, AIDS virus is present. Application of hepatitis B virus, paramyxovirus and

Method for preparing retegravir by using micro-channel reactor

The invention discloses a method for synthesizing retegravir by using a micro-channel reactor, which realizes continuous flow synthesis of retegravir by using a scale effect of a micro-flow field technology and using a novel micro-channel reactor to repla

Synthesis method of antiviral drug ridexivir and intermediate thereof

The invention discloses a synthesis method of an antiviral drug retegravir, which comprises the following steps: carrying out addition reaction on a compound 1 and a compound 2 to obtain a compound 3,carrying out cyanation reaction under the action of Lewis acid to obtain a compound 4, carrying out copper-catalyzed ammonolysis reaction to obtain a compound 5, carrying out palladium-catalyzed hydrogenation debenzylation to obtain a compound 6, and finally, reacting with a compound 7 to obtain a retegravir product. According to the method, the compound 1 is directly used as a raw material, no extra active hydrogen exists, and the reaction yield is high,the method has the advantages of simple operation, no amino interference, high cyanation reaction yield, clean and efficient palladium-carbon alkylation debenzylation reaction, convenient palladium-carbon recovery, and less three wastes. In addition, the leaving group of the compound 7 is improved to improve the activity of the compound 7, and the unprotected docking reaction of 6 and 7 is optimized by adding a proper auxiliary agent, so that the selectivity and the reaction yield can be greatly improved. The route is simple to operate, high in total yield, high in product purity and suitable for large-scale production.

Method for continuously preparing retegravir intermediate by using micro-channel reactor

The invention discloses a method for continuously preparing a retegravir intermediate (2R, 3R, 4R, 5R)-2- (4-aminopyrrolo [2, 1-f] [1, 2, 4] triazine- 7-yl)-3, 4-bis (benzyloxy)-5 -((benzyloxy)methyl)tetrahydrofuran- 2-nitrile by using a micro-channel rea

Novel compound for preparing key intermediate of remdesivir and preparation method thereof

The invention relates to a novel compound II used for synthesizing a key intermediate of remdesivir and a preparation method thereof. The preparation method of the compound II comprises the followingsteps: (a) halogenating 4-X-pyrrole[2,1-f][1,2,4]triazine as shown in a formula (V) to obtain 4-X-7-halogenated-pyrrole[2,1-f][1,2,4]triazine as shown in a formula (IV); (b) adding magnesium or alkylmagnesium halide to react with a ribose lactone derivative shown in the formula (VI) to generate glycosylate shown in the formula (III); and (c) converting hydroxyl into cyano in a proper solvent by the glycosylate (III) under the action of a cyaniding agent, a Lewis acid and a Bronsted acid to obtain the compound II. The prepared compound can be used for generating a key intermediate I required in synthesis of remdesivir through an ammoniation reaction. The invention provides a new compound II and a process route which is different from the prior art, is high in reaction selectivity and can be used for preparing the remdesivir key intermediate in batches.

Preparation method of retegravir intermediate

The invention relates to the technical field of medical intermediates, in particular to a preparation method of a retegravir intermediate. The chemical name of the compound is (2R, 3R, 4R, 5R)-2-(4-aminopyrrole [2, 1-f] [1, 2, 4] triazine-7-yl)-3, 4, 5, 6