54819-33-9Relevant academic research and scientific papers
The Forgotten Pyrazines: Exploring the Dakin–West Reaction
Würdemann, Martien A.,Ni?u, Cristina,De Wildeman, Stefaan M. A.,Bernaerts, Katrien V.,Orru, Romano V. A.
, p. 8090 - 8100 (2020)
Pyrazines are an underreported class of N-heterocycles available from nitrogen-rich biomass presenting an interesting functional alternative for current aromatics. In this work, access to pyrazines obtained from amino acids by using the 90 year old Dakin–West reaction was explored. After a qualitative screening several functional proteinogenic amino acids proved good substrates for this reaction, which were successfully scaled to multigram scale synthesis of the corresponding intermediate α-acetamido ketones. Subsequently, the conditions towards pyrazine formation using δ-amino-levulinic acid were optimized, and these were employed to synthesize a relevant set of five functional dimethylpyrazines in high purity. These pyrazines can be considered a versatile toolbox of aromatic building blocks for a wide range of applications, such as in the synthesis of polymers or metal–organic frameworks.
SUBSTITUTED IMIDAZOLE CARBOXAMIDES AND THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS
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Paragraph 00445, (2021/04/01)
The invention provides substituted imidazole carboxamides and related compounds, compositions containing such compounds, medical kits, and methods for using such compounds and compositions to treat a medical disorder, e.g., cancer, lysosomal storage disorder, neurodegenerative disorder, inflammatory disorder, in a patient.
BICYCLIC AMIDE COMPOUNDS AND METHODS OF USE THEREOF
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Paragraph 0269, (2018/06/15)
The invention provides novel compounds having the general formula I: wherein R1, R2, the A ring and the B ring are as described herein, pharmaceutical compositions including the compounds and methods of using the compounds.
METHOD FOR SYNTHESISING 2-ACETYL-1-PYRROLINE AND THE STABLE PRECURSOR THEREOF, OPTIONALLY ISOTOPICALLY MARKED
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Page/Page column 6-7, (2012/05/04)
The present invention relates to a method for synthetizing a compound of the following formula (I): wherein R is a methyl or ethyl group, n is 1 or 2, and X is a CH2 or CD2 group, from a compound of the following formula (II): wherein R and n are as defined above, and also relates to a method for assaying the compounds of the formula (I) using a corresponding deuterated derivative as an internal reference, as well as to the use of ketal derivatives of compounds of the formula (I) as a stable precursor, in particular in a flavoring composition.
Preparation of 5-(1-alkyl-carbonyloxy)alkylpyrrolidin-2-one
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, (2008/06/13)
The invention is a process for the preparation of a 5-(1-alkylcarbonyloxy)alkylpyrrolidin-2-one which comprises contacting a N-alkylcarbonyl-5-alkylcarbonylpyrrolidin-2-one with hydrogen in the presence of a catalytic amount of a hydrogenation catalyst under conditions such that a 5-(1-alkylcarbonyloxy)alkylpyrrolidin-2-one is prepared.
γ-allenyl-γ-aminobutyric acids
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, (2008/06/13)
This invention is for γ-allenyl-γ-aminobutyric acid derivatives which are γ-aminobutyric acid transaminase inhibitors.
On the Stereoselectivity of Epoxide Formation using Dimethyloxosulphonium Methylide. X-Ray Structure of (5SR)-5-pyrrolidin-2-one
Fray, M. Jonathan,Thomas, Eric J.,Wallis, John D.
, p. 395 - 402 (2007/10/02)
As background to a proposed dendrobatid toxin 251 D synthesis, the stereoselectivity of epoxide formation from 5-acetylpyrrolidin-2-one (4) and dimethyloxosulphonium methylide was investigated.In THF under 'salt-free' conditions, the major epoxide product, selectivity 78:22, was (5SR)-5-pyrrolidin-2-one (5), whereas addition of anhydrous ZnCl2 to the reaction mixture reversed the stereoselectivity to give epoxides (5) and (6) in the ratio 23:77.Configurations were assigned to these epoxides by comparison of n.m.r. spectra of the derived carbamates (15) and (16), and by an X-ray structure determination for epoxide (6).Related reactions are discussed.
