76311-95-0

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 3-(methylamino)-3-oxopropanoate is used as an intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into various drug molecules, contributing to the development of new medications.
Used in Organic Synthesis:
Methyl 3-(methylamino)-3-oxopropanoate is used as a reagent in organic synthesis for its versatility in forming different chemical compounds, aiding in the creation of a wide range of organic products.
Used in Agrochemical Production:
Methyl 3-(methylamino)-3-oxopropanoate is used as a building block in the production of active ingredients for agrochemicals, playing a role in the development of pesticides and other agricultural products.
Used in Research and Development:
Methyl 3-(methylamino)-3-oxopropanoate is used in research and development as a chemical intermediate to explore new chemical reactions and syntheses, furthering scientific knowledge and innovation in the chemical field.

Upstream product

• 67-56-1 methanol 
• 42105-98-6 3-(methylamino)-3-oxopropanoic acid 
• 16695-14-0 Malonic acid monomethyl ester 
• 74-89-5 methylamine 
• 6186-89-6 ethyl methyl malonate 
• 593-51-1 methylamine hydrochloride 
• 37517-81-0 3-chloro-3-oxopropanoic acid methyl ester 

Downstream Products

• 511284-18-7 dimethyl-4-(4-fluorophenyl)-1-methyl-2,6-dioxo-3,5-piperidinedicarboxylate 
• 188302-27-4 (3S,4R)-4-(4-fluorophenyl)-1-methyl-2,6-dioxopiperidine-3-carboxylic acid methyl ester 
• 1099628-85-9 meso-(3R,4s,5S)-bis(3-hydroxypropyl) 4-(4-fluorophenyl)-1-methyl-2,6-dioxopiperidine-3,5-dicarboxylate 
• 1099628-83-7 meso-(3R,4s,5S)-bis(2-hydroxyethyl) 4-(4-fluorophenyl)-1-methyl-2,6-dioxopiperidine-3,5-dicarboxylate 
• 1099628-81-5 meso-(3R,4s,5S)-bis(2-methoxyethyl) 4-(4-fluorophenyl)-1-methyl-2,6-dioxopiperidine-3,5-dicarboxylate 
• 1099629-11-4 C₁₆H₁₈FNO₅ 
• 1099629-09-0 C₁₅H₁₆FNO₅ 
• 188302-25-2 (3S,4R)-3-ethoxycarbonyl-4-(4-fluorophenyl)-N-methylpiperidine-2,6-dione 

Relevant academic research and scientific papers

Asymmetric Synthesis of α,β-Epoxy-?-lactams through Tandem Darzens/Hemiaminalization Reaction

A catalytic asymmetric tandem Darzens/hemiaminalization reaction of glyoxals with α-bromo-β-esteramides or α-bromo-β-ketoamide was accomplished in the presence of a chiral N,N′-dioxide/Yb(III) complex. Various chiral α,β-epoxy-?-lactams were obtained in moderate to good yields with excellent diastereo- and enantioselectivities. The versatility of the transformation is illustrated in the formal synthesis of berkeleyamide D.

Palladium-Catalyzed [3 + 2]-C-C/N-C Bond-Forming Annulation

The synthesis of bi- and tricyclic structures incorporating pyrrolidone rings is disclosed, starting from resonance-stabilized acetamides and cyclic α,β-unsaturated-γ-oxycarbonyl derivatives. This process involves an intermolecular Tsuji-Trost allylation/intramolecular nitrogen 1,4-addition sequence. Crucial for the success of this bis-nucleophile/bis-electrophile [3 + 2] annulation is its well-defined step chronology in combination with the total chemoselectivity of the former step. When the newly formed annulation product carries a properly located o-haloaryl moiety at the nitrogen substituent, a further intramolecular keto α-arylation can join the cascade, thereby forming two new cycles and three new bonds in the same synthetic operation.

Unsymmetrical vic-tricarbonyl compounds for the total syntheses of cladoniamide G and cladoniamide F

A 2-unsubstituted indole adds under Cu-box-catalysis to mesoxalic ester amides with high enantioselectivity, whereas low enantiomeric excess is obtained for 2-substituted indoles. A mesoxalic ester amide is used as key component in the total syntheses of alkaloids cladoniamide G and cladoniamide F. The natural product syntheses involve Suzuki cross-coupling to a 2,2′-biindole, arylation of the vic-tricarbonyl compound, and intramolecular lactam formation. Copyright

COMPOUNDS AND PROCESS TO PREPARE CHIRAL INTERMEDIATES FOR SYNTHESIS OF PAROXETINE

Provided herein are compounds and processes that produce intermediates and precursors of paroxetine and related compounds. Also provided are processes for the preparation of paroxetine.

Conformation-directing effects of a single intramolecular amide-amide hydrogen bond: Variable-temperature NMR and IR studies on a homologous diamide series

We have studied intramolecular hydrogen bonding in a homologous series of diamides (compounds 1-6) in methylene chloride, 9:1 carbon tetrachloride/benzene, and acetonitrile. By correlating variable-temperature 1H NMR and IR measurements, we have shown that the temperature dependence of the amide proton NMR chemical shift (Δδ/ΔT) can provide qualitative (and in some cases quantitative) information on the thermodynamic relationship between the intramolecularly hydrogen bonded and non-hydrogen-bonded states of flexible molecules. Among the hydrogen-bonded ring sizes represented in the diamide series, the intramolecular interaction is particularly enthalpically favorable in the nine-membered hydrogen-bonded ring (compound 4). Variable-temperature IR and NMR data indicate that the internally hydrogen bonded state of diamide 4 is 1.4-1.6 kcal/mol more favorable enthalpically than the non-hydrogen-bonded state, in methylene chloride solution; the non-hydrogen-bonded state is 6.8-8.3 eu more favorable entropically in this solvent. In contrast, there appear to be much smaller enthalpy differences between the internally hydrogen bonded and non-hydrogen-bonded states of diamides 2 and 3. Our findings are important methodologically because the temperature dependences of amide proton chemical shifts are commonly used to elucidate peptide conformation in solution. Our results show that previous "rules" for the interpretation of such data are incomplete. In non-hydrogen-bonding solvents, small amide proton Δδ/ΔT values have been taken to mean that the proton is either entirely free of hydrogen bonding or completely locked in an intramolecular hydrogen bond over the temperature range studied. We demonstrate that an amide proton can be equilibrating between intramolecularly hydrogen bonded and non-hydrogen-bonded states and still manifest a small chemical shift temperature dependence (implying that the hydrogen-bonded and non-hydrogen-bonded states are of similar enthalpy).

PHOTOCHEMISTRY OF 1,3-DIMETHYLURACIL. A NOVEL PHOTOCHEMICAL RING-OPENING LEADING TO AN ENAMINE

Besides known reduction and solvent addition products, the photolysis of 1,3-dimethyluracil in methanol resulted in formation of the enamine 2-methoxycarbonyl-N-methyl-3-methylaminopropenamide (5) via a novel ring-opening reaction.A mechanism for the formation of 5 is suggested and its structure was confirmed by an independent synthesis.