626-96-0

Usage

Uses

Used in Pharmaceutical Industry:
Pentanal, 4-oxo-, is used as an intermediate in the synthesis of enantiopure sulfinimines, which are important building blocks in the preparation of chiral compounds. These chiral compounds are widely used in the pharmaceutical industry for the development of drugs with specific therapeutic effects.
Used in Chemical Industry:
Pentanal, 4-oxo-, is used in the synthesis of 2-pyridinone derivatives, which are known as HIV-1-specific reverse transcriptase inhibitors. These inhibitors are used in the development of antiretroviral drugs to treat HIV/AIDS.

InChI:InChI=1/C5H8O2/c1-5(7)3-2-4-6/h4H,2-3H2,1H3

Upstream product

• 534-22-5 2-methylfuran 
• 109-49-9 5-Hexen-2-one 
• 14499-41-3 5,5-diethoxylpentan-2-one 
• 6709-39-3 2,6-dimethyl-hepta-1,5-diene 
• 2492-22-0 dihydromyrcene 
• 67-66-3 chloroform 
• 1674-06-2 2,6-dimethyl-2,6-decadiene 
• 6766-54-7 2-methyl-1,5-heptadiene 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 20449-20-1 5,6-heptadien-2-one 
• 16194-30-2 5,6-dihydroxy-6-methyl-heptan-2-one 
• 4602-84-0 farnesol 
• 3054-95-3 acrylaldehyde diethyl acetal 
• 75-07-0 acetaldehyde 

Downstream Products

• 458-37-7 curcumin 
• 3209-88-9 1-(2,4-dinitro-phenyl)-6-methyl-1,4-dihydro-pyridazine 
• 2543-61-5 4-(2,4-dinitro-phenylhydrazono)-valeraldehyde-(2,4-dinitro-phenylhydrazone) 
• 58193-48-9 1-phenyl-1-hydroxy-pentane-4-one 
• 624-45-3 levulinic acid methyl ester 
• 21944-96-7 (Z)-undec-5-en-2-one 
• 25564-22-1 2-pentyl-2-cyclopenten-1-one 
• 70396-78-0 2-n-pentyl-4-cyclopentenone 
• 38284-28-5 nonane-2,5,8-trione 
• 123-76-2 levulinic acid 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 1202396-58-4 4-oxopentyl 4-oxopentanoate 
• 108-29-2 5-methyl-dihydro-furan-2-one 
• 489473-49-6 1-phenylhept-2-ene-1,6-dione 

Relevant academic research and scientific papers

Selectivity in the cycloadditions of carbonyl ylides with glyoxylates: An approach to the zaragozic acids-squalestatins

Reaction of diazodiketoester 8 with glyoxylates in the presence of catalytic rhodium(n) acetate generates 6,8-dioxabicyclo[3.2.1]octanes 9 and 11 in good yield. Elaboration of 9 provides a suitable alcohol 25 for acid-catalysed rearrangement to give the 2,8-dioxabicyclo[3.2.1]octane skeleton 26 of the zaragozic acids-squalestatins. More substituted diazodiketoesters 36 and 40 also undergo highly regio- and diastereoselective cycloaddition with glyoxylates to give the cycloadducts 41,43 and 44. The Royal Society of Chemistry 2000.

Three-component reactions of tetranitromethane with olefins

Three-component reactions of tetranitromethane with two different olefins taken in equimolar amounts are procedures fit for preparation of 3,3-dinitroisoxalidines of a mixed composition.

Gas-phase reactions of nopinone, 3-Isopropenyl-6-oxo-heptanal, and 5-Methyl-5-vinyltetrahydrofuran-2-ol with OH, NO3, and Ozone

In the troposphere, α-pinene, β-pinene, limonene, and linalool are mainly oxidized to pinonaldehyde, nopinone, 3-isopropenyl-6-oxoheptanal (IPOH), and 5-methyl-5-vinyltetrahydrofuran-2-ol (MVT), respectively. The rate constant of the reactions of nopinone, IPOH, and MVT with OH, NO3, and O3 were determined by long path FT-IR spectroscopy, and the oxidation products from the reactions between the OH radical and pinonaldehyde, nopinone, IPOH, and MVT were investigated using GC-MS and HPLC. The reaction rate constants (k) for the reactions have been determined at 740 ± 5 Torr and 298 ± 5 K, and a number of reaction products were identified. The rate constants obtained for the reactions with nopinone were kOH = (1.7 ± 0.2) x 10-11, kNO3 -15, and kO3, -21; for the reactions with IPOH were kOH = (1.1 ± 0.3) x 10-10, kNO3 = (2.6 ± 0.8) x 10-13, and kO3, = (8.3 ± 2.2) x 10-18; and for the reactions with MVT were kOH = (7.4 ± 0.9) x 10-11, kNO3 = (2.0 ± 0.9) x 10-14, and kO3, = (3.8 ± 0.8) x 10-18 (all units are in cm3 molecule-1 s-1, and uncertainties are given as two σ on the experimental data). From the results obtained in this investigation and previous studies, it was concluded that a typical atmospheric lifetime with respect to chemical reactions was only a few hours for pinonaldehyde, IPOH, and MVT but was much longer·for nopinone with a lifetime of about 10 h.

A Convenient Synthesis of 4-Oxoalkanals

4-Oxoalkanals(γ-Ketoaldehydes), which are important intermediates for the syntheses of jasmonoids and pheromones, are prepared from the Michael reaction of nitroalkanes with acrolein catalyzed by tributylphosphine, followed by an electrochemical oxidative Nef reaction of the resultant 4-nitroalkanal ethylene acetals.

Solvent effect on the rate and direction of furfural transformations during hydrogenation over the Pd/C catalyst

The rate and directions of transformations during the liquid-phase hydrogenation of furfural with molecular hydrogen in the presence of the 5%Pd/C catalyst (at 423 K, 3 MPa) depend substantially on the chemical nature of the solvent. The main products of

Discovery of novel positive allosteric modulators of the α7 nicotinic acetylcholine receptor: Scaffold hopping approach

The paper focuses on the scaffold hopping-based discovery and characterization of novel nicotinic alpha 7 receptor positive modulator (α7 nAChR PAM) ligands around the reference molecule (A-867744). First, substantial efforts were carried out to assess th

Atroposelective Synthesis of Axially Chiral N-Arylpyrroles by Chiral-at-Rhodium Catalysis

A transformation of fluxional into configurationally stable axially chiral N-arylpyrroles was achieved with a highly atroposelective electrophilic aromatic substitution catalyzed by a chiral-at-metal rhodium Lewis acid. Specifically, N-arylpyrroles were alkylated with N-acryloyl-1H-pyrazole electrophiles in up to 93 percent yield and with up to >99.5 percent ee, and follow-up conversions reveal the synthetic utility of this new method. DFT calculations elucidate the origins of the observed excellent atroposelectivity.

Synthesis of Two Key Fragments of the Complex Polyhalogenated Marine Meroterpenoid Azamerone

A concise route toward two advanced fragments in the context of the total synthesis of the unique natural product azamerone is reported. Key synthetic features include the enantioselective synthesis of an epoxysilane and its Lewis-acid-induced cyclization and the installation of the pyridazine ring via a formylation/condensation sequence. This route provides strategic insights into the chemistry of phthalazinediols, facilitating synthetic approaches toward this class of natural products.

Domino Carbopalladation/C-H Activation as a Quick Access to Polycyclic Frameworks

A new type of domino reaction for synthesis of heterocycles fusing the important bioactive cores, such as oxindole, indoline, and isoquinoline, is presented. Upon exposure to the very common palladium catalyst, the conceptually designed N-alkenyl iodobiaryls undergo a sequential carbopalladation/C-H activation to build polycyclic frameworks. These novel unique frameworks may provide structure sources in fragment-based drug discovery.

NOVEL PROCESS FOR PREPARING SYNTHESIS INTERMEDIATES USING PRODUCTS OF NATURAL ORIGIN AND USE OF THE INTERMEDIATES OBTAINED

Disclosed is a process for preparing a product of formula I: wherein the reaction is catalyzed both by thiamine or a thiamine salt and by ascorbic acid in a form which is free or salified or an organic acid salt of an alkaline metal, preferably sodium acetate, potassium tartrate, sodium succinate, or a reductone, preferably 2-hydroxypropanedial or 2,3-dihydroxycyclopent-2-ene-1-one in an organic solvent.