174309-28-5

Usage

Uses

Used in Chemical Research:
2,4-diethyl (2R,4S)-1-benzylazetidine-2,4-dicarboxylate is used as a research compound for studying the reactivity of azetidine derivatives. Its unique structure allows for the exploration of chemical reactions and mechanisms involving this class of compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2,4-diethyl (2R,4S)-1-benzylazetidine-2,4-dicarboxylate is used as a starting material or intermediate in the synthesis of potential drug candidates. Its specific properties and potential biological activity are under ongoing investigation, making it a promising candidate for the development of new therapeutic agents.

Upstream product

• 2873-74-7 gloutaric dichloride 
• 96960-31-5 meso-α,α'-dibromoglutaric anhydride 
• 108-55-4 glutaric anhydride, 
• 116652-68-7 1,5-diethyl (2R,4S)-2,4-dibromopentanedioate 
• 100-46-9 benzylamine 
• 870-78-0 2,4-dibromoglutaric acid diethyl ester 

Downstream Products

• 1414860-35-7 tert-butyl 3-oxa-6-azabicyclo[3.1.1]heptane-1-carboxylate 
• 1414860-36-8 3-oxa-6-azabicyclo[3.1.1]heptane 4-methylbenzenesulfonate 
• 1414540-31-0 1-tert-butyl 2,4-diethyl cis-azetidine-1,2,4-tricarboxylate 
• 1414540-38-7 tert-butyl (cis)-2,4-bis{[(4-methylbenzenesulfonyl)oxy]methyl}azetidine-1-carboxylate 
• 1414540-41-2 tert-butyl 3-[(2-nitrophenyl)sulfonyl]-3,6-diazabicyclo[3.1.1]heptane-6-carboxylate 
• 869494-16-6 3,6-diazabicyclo[3.1.1]heptane-6-carboxylic acid tert-butyl ester 
• 1414540-46-7 3-[(2-nitrophenyl)sulfonyl]-3,6-diazabicyclo[3.1.1]heptane 
• 351075-70-2 (2R,4S)-2-(acetoxymethyl)-1-benzyl-4-{[(t-butyldimethyl)silyloxy]methyl}azetidine 
• 351075-63-3 (2R,4R)-1-(t-butoxycarbonyl)-α,α-diphenyl-4-methylazetidine-2-methanol 
• 351075-50-8 (2R,4S)-1-benzyl-4-{[(t-butyldimethyl)silyloxy]methyl}azetidine-2-methanol 
• 351075-59-7 (2R,4S)-2-(acetoxymethyl)-1-benzyl-4-(methanesulfonyloxy)methylazetidine 
• 351075-49-5 (2S,4R)-4-acetoxymethyl-1-benzylazetidine-2-methanol 
• 351075-64-4 (2R,4R)-α,α-diphenyl-4-methylazetidine-2-methanol 
• 351075-60-0 (2R,4R)-1-benzyl-4-methylazetidine-2-methanol 

Relevant academic research and scientific papers

SUBSTITUTED PHENYLOXAZOLIDINONES FOR ANTIMICROBIAL THERAPY

The present invention relates to novel oxazolidinones (Formula I): or a pharmaceutically acceptable salt having ring A characterized by N-containing monocyclic, bicyclic or spirocyclic substituents, to their preparation, and to their use as drugs for treating Mycobacterium tuberculosis and other microbial infections, either alone or in combination with other anti-infective treatments.

Concise synthesis of N3- and N6-monoprotected 3,6-diazabicyclo[3.1.1]heptanes; Useful intermediates for the preparation of novel bridged bicyclic piperazines

Bridged bicyclic piperazines are important building blocks in medicinal chemistry research. The bicyclic piperazine 3,6-diazabicylo[3.1.1]heptane is of particular interest as a piperazine isostere because it is achiral and shows similar lipophilicity to that of piperazine based on the c Log P of a derived analog. A concise synthesis of N3- and N6-monoprotected 3,6-diazabicyclo[3.1.1]heptanes 2d and 2e, respectively, is described. The seven step sequence begins with inexpensive starting materials and uses straightforward chemistry.

Practical synthesis of 3-oxa-6-azabicyclo[31.1]heptane hydrotosylate; A novel morpholine-based building block

Bridged bicyclic morpholines are important building blocks in medicinal chemistry research. The bicyclic morpholine 3-oxa-6-azabicylo[3.1.1]heptane (3a) is of particular interest as a morpholine isostere because it is achiral and shows similar lipophilicity to that of morpholine, based on the cLogP of a derived analogue. The first synthesis of morpholine 3a (tosylate salt) is described; the seven-step sequence begins with inexpensive starting materials and uses straightforward chemistry. Georg Thieme Verlag Stuttgart ? New York.

Synthesis of chiral non-racemic azetidines by lipase-catalysed acetylations and their transformation into amino alcohols: Precursors of chiral catalysts

Azetidinic mono-acetate 7, diol 6b and di-acetate 10a were prepared with high e.e. using PPL-catalysed acetylations. The absolute configurations of all new enantioenriched compounds were assigned by chemical correlation with known compounds. Mono-acetate 7 was then transformed into 30, an amino alcohol of noteworthy potential interest since it represents an interesting precursor for chiral catalysts, such as 32.

Synthesis of Optically Active N-Benzyl-2,4-Bis(hydroxymethyl) Substituted Azetidines by Lipase Catalyzed Acetylations

Both cis- and trans-N-benzyl-azetidine-2,4-dimethanols 5 and 6 were prepared and submitted to acetylation in organic solvents catalyzed by lipases.Asymmetrization of diol 5 gave the corresponding monoacetate 7, while double sequential kinetic resolution of racemic 6 gave optically enriched diol 6b and its enantiomer as the corresponding diacetate 10a.Optimized reaction conditions furnished 7, 6b and 10a with e.e.>99percent.