41153-96-2

Usage

Uses

Used in Pharmaceutical Industry:
1-(1,3-Dioxobutyl)pyrrolidine is used as a key intermediate in the synthesis of various pharmaceutical compounds due to its unique chemical structure. Its ability to form cyclic amides makes it a valuable building block for creating new drugs with potential therapeutic benefits.
Used in Organic Chemistry:
In the field of organic chemistry, 1-(1,3-Dioxobutyl)pyrrolidine serves as a versatile reagent and synthetic precursor for the production of specific organic compounds. Its butyrovalerone backbone and pyrrolidine ring contribute to its utility in creating a range of chemical products.
Used in Drug Development:
1-(1,3-Dioxobutyl)pyrrolidine is utilized as a research tool in the development of new drugs, where its unique properties can be harnessed to design and synthesize novel pharmaceutical agents. Its potential applications in this area are still being explored, and it may contribute to the discovery of innovative treatments for various medical conditions.
Used in Biotechnology:
Due to its distinctive chemical structure, 1-(1,3-Dioxobutyl)pyrrolidine may also find applications in the biotechnology sector. It could potentially be employed in the design of bioactive molecules, drug delivery systems, or as a component in the development of new biotechnological processes and products.

InChI:InChI=1/C8H13NO2/c1-7(10)6-8(11)9-4-2-3-5-9/h2-6H2,1H3

Upstream product

• 123-75-1 pyrrolidine 
• 674-82-8 4-methyleneoxetan-2-one 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 141-97-9 ethyl acetoacetate 
• 1694-31-1 tert-butyl acetoacetate 

Downstream Products

• 425618-70-8 2-(phenylthio)-N,N-(tetramethylene)acetamide 
• 126274-22-4 3-[(2-Nitro-phenyl)-hydrazono]-1-pyrrolidin-1-yl-butan-1-one 
• 126274-28-0 3-nitro-pirid-2-il-idrazone dell'acetacetilpirrolidina 

Relevant academic research and scientific papers

Improved synthesis of 3-aryl isoxazoles containing fused aromatic rings

A critical comparison of methods to prepare sterically hindered 3-aryl isoxazoles containing fused aromatic rings using the nitrile oxide cycloaddition (NOC) reveal that modification of the method of Bode, Hachisu, Matsuura, and Suzuki (BHMS), utilizing either triethylamine as base or sodium enolates of the diketone, ketoester, and ketoamide dipolarophiles, respectively, was the method of choice for this transformation.

Intermolecular acetoxyaminoalkylation of α-diazo amides with (diacetoxyiodo)benzene and amines

Multicomponent reactions of diazo compounds have attracted much attention in recent years. Such transformations are generally conducted by applying transition metal catalysis and involve the corresponding metal carbenes as key intermediates. In this letter, a metal-free three-component intermolecular acetoxyaminoalkylation of α-diazo amides with tertiary aryl amines and (diacetoxyiodo)benzene is presented.

Addition of Diazo Compounds ipso -C-H Bond to Carbon Disulfide: Synthesis of 1,2,3-Thiadiazoles under Mild Conditions

We describe here an operationally simple and straightforward synthesis method for a series of diverse 4,5-disubstituted 1,2,3-thiadiazoles via the nucleophilic addition of α-diazo carbonyl compounds to carbon disulfide. This method features using abundant and inexpensive carbon disulfide under mild reaction conditions.

Direct Carboxylation of the Diazo Group ipso-C(sp2)-H bond with Carbon Dioxide: Access to Unsymmetrical Diazomalonates and Derivatives

The direct carboxylation of the ipso-C(sp2)-H bond of a diazo compound with carbon dioxide under mild reaction conditions is described. This method is transition-metal-free, uses a weak base, and proceeds at ambient temperature under atmospheric pressure in carbon dioxide. The carboxylation exhibits high reactivity and is amenable to subsequent diversification. A series of unsymmetrical 1,3-diester/keto/amide diazo compounds are obtained with moderate to excellent yields (up to 99%) with good functional group compatibility.

Alpha-oxidation of amine derivatives by bis(2,2,2-tri-chloroethyl) azodicarboxylate and application of its products as iminium ion equivalents

Alpha-oxidation of amine derivatives by azodicarboxylate was examined. Among several azodicarboxylate esters and amides tested, bis(2,2,2-trichloroethyl) azodicarboxylate, that has highly electrophilic 2,2,2-trichloroethoxycarbonyl functional groups, was found to have excellent oxidation reactivity. Acylated or carbamoylated amines were suitable substrates for this reaction condition. Tertially amines could react in the same manner, but spontaneous elimination of hydrazinyl group occurred to give dimerized products. The reaction products were found to react with nucleophiles in the presence of Lewis or Br?nsted acid catalyst. This strongly suggests that the reaction products, alpha-hydrazinated amine derivatives, might serve as carbonyl group equivalents, very useful intermediates in synthetic organic chemistry.

Copper-Manganese Spinel Oxide Catalyzed Synthesis of Amides and Azobenzenes via Aminyl Radical Cations

A highly efficient Cu-Mn-catalyzed process for the aminolysis of esters was developed. Also, the catalyst promoted the self- And cross-dehydrogenative coupling of anilines to generate symmetrical and unsymmetrical azobenzenes, respectively. The reactions were performed under neutral conditions with an inexpensive catalyst, gave high yields, and offered wide functional group tolerance. Spinel tap: A novel facet of aminyl radical cation reactivity with esters for the synthesis of amides is presented. The developed method also gives access to symmetrical and unsymmetrical azobenzenes. The reactions are performed under neutral conditions with an inexpensive catalyst, give high yields, and have a wide functional group tolerance.

α-Crotyl-α-difluoroboranyloxy-amides: Structure and Reactivity of Isolable Intermediates in Stereospecific α-Ketol Rearrangements

The stereospecific BF3-mediated α-ketol rearrangement of β-hydroxy-α-ketoamides yields isolable 2-difluoroboranyloxy-3-keto-amides. X-ray and NMR analysis reveal a carbonyl coordination of the boron by the amide not the ketone. The boron complexes are air-stable solids, can be purified by silica gel chromatography, and exhibit novel reactivity in bromination and superior stereoselectivity in dipolar cycloaddition reactions.

Fe(III) Complex Compounds For The Treatment And Prophylaxis Of Iron Deficiency Symptoms And Iron Deficiency Anemias

The invention relates to iron(III) complex compounds and pharmaceutical compositions comprising them for the use as medicaments, in particular for the treatment and/or prophylaxis of iron deficiency symptoms and iron deficiency anemias.

Ru-catalyzed asymmetric hydrogenation of 3-oxoglutaric acid derivatives via solvent-assisted pinpoint recognition of carbonyls in close chemical propinquity

Upon comparison of hydrogenation rates of various β-ketocarboxylic acid derivatives, β-ketoamides were found to be hydrogenated slightly faster than β-ketoesters in EtOH in the presence of [RuCl(benzene)(S)- SunPhos]Cl at 70 °C with 20 bar of hydrogen. In THF these differences were so sharpened that β-ketoamides were hydrogenated even faster than in EtOH while the esters were extremely slow. Based on these findings, a series of 3-oxoglutaric acid derived with ester and amide moieties on the two ends were hydrogenated to 3-hydroxyl products with high enantioselectivities.

Dihydropyrazolopyrimidine Inhibitors of KV1.5 (IKur)

A series of dihydropyrazolopyrimidine inhibitors of KV1.5 (IKur) have been identified. The synthesis, structure-activity relationships and selectivity against several other ion channels are described.