6335-80-4Relevant academic research and scientific papers
Development of a continuously operating process for the enantioselective synthesis of a b-amino acid ester via a solvent-free chemoenzymatic reaction sequence
Strompen, Simon,Weiss, Markus,Groeger, Harald,Hilterhaus, Lutz,Liese, Andreas
, p. 2391 - 2399 (2013)
A sequential, chemoenzymatic process for a continuously operating production of the chiral β-amino acid ester ethyl (S)-3-(benzylamino)- butanoate was developed. The reactor set-up combined a plug-flow reactor for the thermal aza-Michael addition of benzy
Catalytic High Pressure Synthesis of Hindered β-Aminoesters
Jenner, Gerard
, p. 233 - 236 (1995)
Hindered β-aminoesters are obtained in fair to high yields by the conjugate addition of amines to α,β-unsaturated esters, both substrates harbouring bulky groups, under high pressure in the presence of catalytic amounts of ytterbium triflate.
KRAS G12C Mutant protein inhibitors
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Paragraph 0180-0185, (2021/11/26)
The invention discloses compounds which irreversibly inhibit KRAS G12C mutation. A pharmaceutically acceptable salt and of the compound contains the compound or a salt thereof, and the invention also discloses an application of the compound or a salt and of the compound in the treatment KRAS G12C of a proliferative disease such as a sudden tumor.
Evaluation of β-Aminocarboxylic Acid Derivatives in Hippocampal Excitatory Synaptic Transmission
Oliveira, Daniela R.,Luchez, Cibele V.,Bortolotto, Zuner A.,Fernandes, Jo?o P. S.
, (2017/11/10)
β-Aminocarboxylic acid derivatives (LINS04 series) were screened with the aim to explore their potential functional role in excitatory synaptic transmission in the central nervous system. We used field recordings in rat hippocampal slices to investigate the effects of the LINS04 series on the synaptic transmission at hippocampal CA1 synapses. We found that LINS04008 and LINS04009 increase the size of the evoked field excitatory postsynaptic potential (EPSP) in a dose-dependent manner. The concentration–response curve shows that the efficacy of LINS04008 is highest in the series (EC50 = 91.32 μM; maximum fEPSP 44.97%). The esters LINS04006 and LINS04005 did not affect the synaptic evoked activity. These data provide the first evidence of synaptic activity enhancement by these compounds and the importance of the acidic group to the activity. This set of data may provide direction for a strategic procedure to restore the glutamate synaptic transmission; however, further studies are needed to establish a more complete picture of how these molecules act on the glutamate transmission, which are in our mind for the next steps.
A piperidine compound and method for preparing the same
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Paragraph 0029; 0031; 0040; 0049; 0059, (2018/02/04)
The invention relates to a piperidine compound and a preparation method thereof. The compound is 2-methyl-4-N-tert-butyloxycarboryl piperidine. The preparation method comprises the following steps of (1) adding a compound (1) ethyl crotonate and benzylami
Stereodefined homopropargyl amines by tandem nucleophilic addition/fragmentation of dihydropyridone triflates
Tummatorn, Jumreang,Dudley, Gregory B.
supporting information; experimental part, p. 158 - 160 (2011/03/20)
Dihydropyridone (DHPD) triflates undergo nucleophile-triggered fragmentation to provide homopropargyl amine derivatives, the stereochemistry of which is defined by starting from readily available β-amino esters.
Towards a greener synthesis of (S)-3-aminobutanoic acid: Process development and environmental assessment
Weiss, Markus,Brinkmann, Tobias,Groeger, Harald
supporting information; experimental part, p. 1580 - 1588 (2010/12/19)
An improved, greener process for the enantioselective chemoenzymatic synthesis of (S)-3-aminobutanoic acid has been developed. Reaction steps comprise an initial aza-Michael addition starting from cheap prochiral compounds, subsequent enzymatic resolution via aminolysis using commercially available Candida antarctica lipase B in a solvent-free one-pot process, hydrolysis of the resulting ester and removal of the N-benzyl moiety via hydrogenation. After isolation, the desired (S)-3-aminobutanoic acid was obtained in an overall yield of 28% and with an excellent enantiomeric excess of 99% ee. Notably, this reaction sequence does not require column chromatography with organic solvents and only one purification step of an intermediate is needed. The environmental impact of this optimized process has been evaluated and an E-factor of 41 has been calculated for the overall process. A comparative assessment with the previous process was done via mass balancing using the E-factor, the selectivity index S-1 as well as an SHE assessment.
Hydrogenation of β-N-substituted enaminoesters in the presence of ruthenium catalysts
Hebbache, Hania,Jerphagnon, Thomas,Hank, Zakia,Bruneau, Christian,Renaud, Jean-Luc
experimental part, p. 870 - 874 (2010/06/16)
β-Aminoesters were prepared in two simple steps from β-ketoesters derivatives and primary amines under mild conditions. Their hydrogenation was performed at 50 °C in the presence of several organometallic catalysts under acidic conditions. The new β-N-substituted aminoesters were isolated in moderate to good yields.
3-[1,4]OXAZEPANE-4-PYRIMIDONE DERIVATIVES
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Page/Page column 30, (2010/11/03)
A compound represented by the formula (I) or a pharmaceutically acceptable salt thereof: wherein Z represents nitrogen atom, C-F or the like; R1 represents a C1-C3 alkyl group; Y represents oxygen atom or N-R7; R2, R3, R4, R5, R6 and R7 each independently represents hydrogen atom, a C1-C6 alkyl group, or a group represented by the formula (II): which is used for preventive and/or therapeutic treatment of a disease caused by tau protein kinase 1 hyperactivity such as a neurodegenerative diseases (e.g. Alzheimer disease).
Practical, highly enantioselective chemoenzymatic one-pot synthesis of short-chain aliphatic β-amino acid esters
Wei?, Markus,Gr?ger, Harald
experimental part, p. 1251 - 1254 (2009/09/06)
A practical, highly enantioselective method for the synthesis of short-chain aliphatic β-amino acid esters was developed starting from prochiral and easily accessible substrates. This chemoenzymatic approach is based on a nonenzymatic aza-Michael addition
