104184-64-7

Usage

Uses

Used in Organic Synthesis:
3-Bromo-5,6-dihydro-2H-pyran-2-one is utilized as a reagent and intermediate in the production of a wide range of pharmaceuticals, agrochemicals, and natural products. Its unique structure and functional groups contribute to the synthesis of complex organic molecules.
Used in Heterocyclic Compounds Synthesis:
3-Bromo-5,6-dihydro-2H-pyran-2-one serves as a building block in the synthesis of heterocyclic compounds, which are important in various chemical and pharmaceutical applications due to their diverse properties and potential biological activities.
Used in Flavor and Fragrance Industry:
3-Bromo-5,6-dihydro-2H-pyran-2-one is also employed in the preparation of flavor and fragrance compounds, where its chemical properties can be harnessed to create novel scents and tastes for various consumer products.
Used in Chemical Research:
Due to its range of chemical and physical properties, 3-Bromo-5,6-dihydro-2H-pyran-2-one is a valuable tool in the field of organic chemistry, aiding researchers in exploring new reaction pathways and developing innovative synthetic methods.

Upstream product

• 3393-45-1 5,6-dihydro-pyran-2-one 

Downstream Products

• 156496-85-4 3-(2,6-Dichlorophenyl)-4,5-dihydro-7H-pyrano[4,3-d]isoxazol-7-one 
• 1258849-47-6 5,6-dihydro-3-(2-nitrophenyl)pyran-2-one 
• 1426390-48-8 C₂₀H₂₇NO₆ 
• 503612-45-1 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carbonitrile 
• 19978-32-6 3-bromo-2H-pyran-2-one 
• 19978-33-7 5-bromo-2H-pyran-2-one 
• 19978-41-7 3,5-dibromo-2H-pyran-2-one 
• 137776-67-1 (1S,4R,5S,6R)-4,5,6-Trihydroxy-cyclohex-2-enecarboxylic acid methyl ester 

Relevant academic research and scientific papers

Synthesis and conformational analysis of a ribo-type cyclohexenyl nucleoside

A straightforward approach to a novel class of ribo-type cyclohexenyl nucleosides is described. An electron-demand Diels-Alder reaction forms the key-step of the chosen synthetic pathway. Although the difference is small, conformational analysis using NMR shows that this nucleoside analogue adopts preferentially an 2H3 conformation (S-type), while the "deoxy" cyclohexenyl analogue has a preference for a C3′ endo conformation (N-type). Analyses of the conformational equilibrium reveal that, in the given experimental conditions, the difference between adenosine and its cyclohexenyl congener resides in their different ΔG values; furthermore, in adenosine, the conformational preference is of enthalpic origin, whereas in the cyclohexenyl congener, the conformational preference is of entropic origin.

A kind of preparation method of anti-thrombus drug [...]

The invention discloses a method for preparing an antithrombotic drug apixaban. The method is characterized in that a compound IV is used as a raw material to perform a hydrolysis reaction for 5-60 minutes at 10-100 DEG C in a polar organic solvent under

A Pd[0]-catalyzed Ullmann cross-coupling/reductive cyclization approach to C-3 mono-alkylated oxindoles and related compounds

The Pd[0]-catalyzed Ullmann cross-coupling of o-nitrohaloarenes 1a-e with the brominated heterocycles 2a-f delivers the expected products 3a-j in good to excellent yields. The reductive cyclization of such products, as well as N-acyl derivatives 3k, l, and m, has been investigated and provided the C-3 mono-substituted oxindoles 5a-d, f, g, k, and m, the direct reduction products 4i and j or indole 5l.

Modified Nucleosides for Rna Interference

The present invention relates to the use of modified nucleotides and single or double stranded oligonucleotides having at least one of said modified nucleotides for performing RNA interference. The modified nucleotides are selected from 6-membered ring containing nucleotides such as hexitol, altritol, O-substituted or O-alkylated altritol, cyclohexenyl, ribo-cyclohexenyl and O-substituted or O-alkylated ribo-cyclohexenyl nucleotides. The present invention also relates to novel modified nucleosides or nucleotides and to the use of the novel modified nucleosides and nucleotides in single or double stranded oligonucleotides for RNA interference, antisense therapy or other applications.

Electrochemical and yeast-catalysed ring-opening of isoxazoles in the synthesis of analogues of the herbicide Grasp

Isoxazoles substituted with an electron-withdrawing group at the 4-position undergo electrochemical and yeast-catalysed N-O bond cleavage. The electrolysis is much more efficient and, with acyl- and alkoxycarbonyl-substituted isoxazoles, it affords the enolised dicarbonylimine functionality characteristic of the herbicide Grasp. Regioisomeric 4- and 5-substituted isoxazoles are accessible through nitrile oxide cycloaddition chemistry, using halogen as a steric auxiliary to control the regiochemistry of reaction. Crystal data for compounds 11 and 19b are presented.

Reversal of regiochemistry in the synthesis of isoxazoles by nitrile oxide cycloadditions

The isoxazolines 2a, 2b and 8 obtained from nitrile oxide cycloadditions to cyclohex-2-enone 1a and its analogues 1b and 7 reacted with nickel peroxide to give the isoxazoles 3a, 3b, and 9. In contrast, the correponding 2-bromocyclohex-2-enones 4a, 4b and

3-BROMO-2-PYRONE: AN EASILY PREPARED CHAMELEON DIENE AND A SYNTHETIC EQUIVALENT OF 2-PYRONE IN THERMAL DIELS-ALDER CYCLOADDITIONS

3-Bromo-2-pyrone, a stable solid prepared by a new route (eq. 1), has been found to undergo smooth and regiospecific 2+4-cycloadditions between 78-90 deg C with both electron-rich and electron-deficient dienophiles; subsequent high-yield reductive debromi