139507-52-1

Basic information

• Product Name: Ethyl 2-(N-Methoxy-N-MethylaMino)-2-oxoacetate
• Synonyms: Ethyl 2-(N-Methoxy-N-MethylaMino)-2-oxoacetate;-2-oxoacetate;Ethyl 2-(N-Methoxy-N-methylamino)
• CAS NO: 139507-52-1
• Molecular Formula: C₆H₁₁NO₄
• Molecular Weight: 161.15584
• Mol File: 139507-52-1.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Ethyl 2-(N-Methoxy-N-MethylaMino)-2-oxoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-(N-Methoxy-N-MethylaMino)-2-oxoacetate(139507-52-1)
• EPA Substance Registry System: Ethyl 2-(N-Methoxy-N-MethylaMino)-2-oxoacetate(139507-52-1)

Safety Data

• Hazardous Substances Data: 139507-52-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Ethyl 2-(N-Methoxy-N-MethylaMino)-2-oxoacetate is used as a reagent in organic synthesis for the formation of amide bonds, which are crucial in the construction of complex organic molecules and have wide-ranging applications across different chemical industries.
Used in Pharmaceutical Development:
In the pharmaceutical industry, Ethyl 2-(N-Methoxy-N-MethylaMino)-2-oxoacetate is utilized as a precursor in the development of pharmaceutical compounds, leveraging its unique structural features to create new drugs with potential therapeutic benefits.
Used in the Synthesis of Bioactive Molecules:
Ethyl 2-(N-Methoxy-N-MethylaMino)-2-oxoacetate is employed as a building block in the synthesis of various bioactive molecules, contributing to the advancement of chemical libraries and the discovery of new compounds with biological activity, which can be applied in medicine, agrochemicals, and other related fields.

Upstream product

• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 4755-77-5 Ethyl oxalyl chloride 

Downstream Products

• 5753-96-8 ethyl 2-oxohexanoate 
• 141694-32-8 N-Methoxy-N-methyl-α-oxohexaneamide 
• 66644-69-7 ethyl (2-methoxyphenyl)(oxo)acetate 
• 1619-73-4 ethyl 2-oxo-4-phenylbut-3-ynoate 
• 379224-67-6 trimethylsilylethynylglyoxylic acid ethyl ester 
• 1223445-72-4 ethyl 2-(5-((tert-butyldiphenylsilyloxy)methyl)-4-((2R,6S)-2,6-dimethylmorpholino)-2,3-difluorophenyl)-2-oxoacetate 
• 1223445-73-5 2-(5-((tert-butyldiphenylsilyloxy)methyl)-4-((2R,6S)-2,6-dimethylmorpholino)-2,3-difluorophenyl)-N-methoxy-N-methyl-2-oxoacetamide 
• 66725-86-8 ethyl 5,5-dimethyl-2-oxohex-3-ynoate 
• 1330009-38-5 ethyl 2-oxo-4-(o-tolyl)but-3-ynoate 
• 1449215-58-0 ethyl 4-(cyclohex-1-en-1-yl)-2-oxobut-3-ynoate 
• 1085251-02-0 ethyl 4-(4-nitrophenyl)-2-oxobut-3-ynoate 
• 388612-66-6 Ethyl (2-fluoro-3-iodophenyl)oxoacetate 

Relevant articles and documents

Synthesis of tetrasubstituted pyridines by the acid-catalysed Bohlmann-Rahtz reaction

New facile experimental procedures for the preparation of 2,3,4,6-tetrasubstituted pyridines in a single synthetic step have been developed. Thus, an enamino ester and alkynone react by Michael addition-cyclodehydration in a heterocyclisation process that is catalysed by acetic acid, Amberlyst 15 ion exchange resin, zinc(II) bromide or ytterbium(III) triflate. The new one-step Bronsted or Lewis acid-catalysed Bohlmann-Rahtz reaction is a simple, direct and highly expedient method for the synthesis of pyridines that proceeds at a lower reaction temperature and avoids the need to isolate reaction intermediates.

Cationic Chiral Pd-Catalyzed “Acetylenic” Diels–Alder Reaction: Computational Analysis of Reversal in Enantioselectivity

The highly enantioselective Diels–Alder reaction of acetylenic dienophiles is shown to be effectively catalyzed by cationic chiral palladium complexes. Not only the degree but also the sense of enantioselectivity critically depends on the steric demand of ligands. Computational analyses indicate that the steric demand does not affect the endo/exo-selectivity but the enantioface selectivity of dienes.

Asymmetric “Acetylenic” [3+2] Cycloaddition of Nitrones Catalyzed by Cationic Chiral PdII Lewis Acid

Highly enantioselective [3+2] cycloaddition of ynones and nitrones has been developed. Very bulky ligand, DTBM-SEGPHOS, was used for an effective asymmetric induction over distal reaction centers on the linear ynone dipolarophile and for prevention of PdII catalyst deactivation by coordination of the nitrones. The reaction has wide scope of substrates in both ynones and nitrones.

FUSED, SPIROCYCLIC HETEROAROMATIC COMPOUNDS FOR THE TREATMENT OF BACTERIAL INFECTIONS

The present invention relates to compounds of Formula (I); to pharmaceutical1y acceptable salts thereof, to methods of using them to treat bacterial infections, and to methods for their preparation

Novel pyrazinone derivatives

The present invention relates to a compound of the general formula (I): 1 [Ar1 is aryl fused to the adjacent pyrazinone ring at the 5th and 6th positions, etc., X is CO, etc., Y is CH, etc., Z is CH, etc., V is CH, etc., Wn is —(CH2)n— (n is zero to four)

Novel synthesis of 2-oxo-4-phenyl-3-butynoic acid, a new inhibitor and alternate substrate of pyruvate decarboxylase

An improved method is reported for the synthesis of 2-oxo acids and is applied to the synthesis of 2-oxo-4-phenyl-3-butynoic acid. The compound is synthesized by reacting the N-methoxy-N-methylamide of monoethyloxalic acid with lithium phenylacetylide yielding ethyl 2-oxo-4-phenyl-3-butynoate (78% yield), followed by strictly pH-controlled hydrolysis to the free acid in nearly quantitative yield. The compound is shown to be a potent irreversible inhibitor of brewers' yeast pyruvate decarboxylase, in addition to producing both cis- and trans-cinnamic acids as products of turnover. The formation of these isomeric cinnamic acids can be rationalized if the thiamin diphosphate-bound α-carbanion/enamine intermediate resulting from decarboxylation is protonated at the side chain γ carbon to form two diastereomeric allenols, whose tautomerization and hydrolysis lead to the two products.