7020-81-7Relevant academic research and scientific papers
Synthesis of pyrrolizidines by cascade reactions of N- alkenylaziridinylmethyl radicals
De Smaele, Dirk,Bogaert, Piet,De Kimpe, Norbert
, p. 9797 - 9800 (1998)
Pyrrolizidines were synthesized in a one-step-reaction from 2- (bromomethyl)aziridines via a cascade of radical reactions involving aziridinylmethyl radicals. N-allylaminyl radicals and carbon-centered pyrrolidinyl radicals.
Synthesis method of 2-methyl-3-(4-tert-amylphenyl) propanol
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Paragraph 0017-0020, (2021/01/30)
The invention discloses a synthesis method of 2-methyl-3-(4-tert-amylphenyl) propanol, which specifically comprises the following steps: 1, reacting propionaldehyde with primary amine R1-NH2 in the presence of a dehydrating agent to generate a compound A;
5-Benzylidene-4-oxazolidinones potently inhibit biofilm formation in Methicillin-resistant Staphylococcus aureus
Edwards, Grant A.,Shymanska, Nataliia V.,Pierce, Joshua G.
supporting information, p. 7353 - 7356 (2017/07/11)
Investigation into the biological function of 5-benzylidene-4-oxazolidinones revealed dose-dependent inhibition of biofilm formation in Methicillin-resistant S. aureus (MRSA). This structurally unusual class of small molecules inhibit up to 89% of biofilm formation with IC50 values as low as 0.78 μM, and disperse pre-formed biofilms with IC50 values as low as 4.7 μM. Together, these results suggest that 4-oxazolidinones represent new chemotypes to enable the study of bacterial biofilms with small molecule chemical probes.
Synthesis of enantiomerically pure model compounds of the glucose-6-phosphate-T1-translocase inhibitors kodaistatins A-D. Inferences with regard to the stereostructure of the natural products
Wüster, Thomas,Kaczybura, Natasza,Brückner, Reinhard,Keller, Manfred
, p. 7785 - 7809 (2013/08/23)
The kodaistatins A and C (5a,b) inhibit a step in glucose-metabolism at ~100 nM concentrations. This makes them potential 'leads' in the therapy of diabetes. We elucidated the (S)-configuration of the side-chain stereocenter of kodaistatin A by ozonolysis/reduction. The 13C NMR shifts of kodaistatin A model cis-11 suggest that the diol moiety in the dihydroxycyclopentanone core of kodaistatin is trans-configured. This model was prepared from the Feringa lactone (21) and (S)-2-methylbutanal (27) in 23 steps (14 steps in the longest linear sequence). We employed the same strategy for the simplified kodaistatin A model iso-cis-12, which resulted from the same substrates in 11 steps (6 steps in the longest linear sequence). The cyclopentenone cores of both targets stemmed from a C4+C1 approach. The C4 components were masked 'tartaric ketones' (16a,b) and a masked 'tartaric aldehyde' (18), respectively. The C1 components were the lithium-derivatives of the side-chain bearing phosphonates 19 and 22, respectively. The desired acylation/deprotonation/Horner-Wadsworth- Emmons tandem reaction succeeded in a single operation with the 'tartaric aldehyde' 18 but required partly or exclusively additional operations when we incorporated the 'tartaric ketones' 16a or 16b, respectively. The 'tartaric ketones' 16a,b contained an α-siloxyethyl substituent. It is noteworthy that it had to be introduced by adding the benzyltrimethylammonium enolate of lactone 18 to acetaldehyde because the lithium enolate of this lactone fragmented by an acetone-releasing β-elimination.
NOVEL COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS
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Page/Page column 68, (2010/06/11)
The present application relates to isothiazolylidene containing compounds of Formula (I) wherein R1, R2, R3, R4, and L are as defined in the specification, compositions comprising such compounds, and methods for treating conditions and disorders using such compounds and compositions.
Reaction of aldimine anions with vinamidinium chloride: Three-component access to 3-alkylpyridines and 3-alkylpyridinium salts and access to 2-alkyl glutaconaldehyde derivatives
Wypych, Jean-Charles,Nguyen, Tuan Minh,Benechie, Michel,Marazano, Christian
, p. 1169 - 1172 (2008/09/18)
(Chemical Equation Presented) N-tert-Butylimino derivatives of aldehydes were deprotonated with LDA and reacted with vinamidinium chloride to give 2-alkylaminopentadienimine derivatives, which were isolated as their corresponding hydrochloride in 68-81% yield. Reaction of these derivatives with ammonium acetate or salts of primary amines, in n-butanol at 80°C, afforded the corresponding 3-alkylpyridines or 3-alkylpyridinium salts in high yield. Alkaline hydrolysis of 2-alkylaminopentadieneimine derivatives allowed a practical accesss to potassium salts of 2-alkylglutaconaldehyde.
NOVEL COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS
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Page/Page column 52, (2008/12/08)
The present application relates to isothiazolylidene containing compounds of Formula (I) wherein R1, R2, R3, R4, and L are as defined in the specification, compositions comprising such compounds, and methods of treating conditions and disorders using such compounds and compositions.
A modified Robinson annulation process to α,α-disubstituted-β,γ-unsaturated cyclohexanone system. Application to the total synthesis of nanaimoal
Liu, Hsing-Jang,Ly, Tai Wei,Tai, Chia-Liang,Wu, Jen-Dar,Liang, Jinn-Kwei,Guo, Jiunn-Cheh,Tseng, Nai-Wen,Shia, Kak-Shan
, p. 1209 - 1226 (2007/10/03)
4-Cyano-2-cyclohexenones were found to be susceptible to reductive alkylation reactions, giving the corresponding 2,2-disubstituted-3-cyclohexenone derivatives in a completely regioselective manner. This newly developed methodology has been successfully applied towards the total synthesis, in racemic form, of the marine natural product nanaimoal.
Synthesis and evaluation of a putative acyl tetramic acid intermediate in tenellin biosynthesis in Beauveria bassiana. A new role for tyrosine
Moore, M. Caragh,Russell, J. Cox,Duffin, Gordon R.,O'Hagan, David
, p. 9195 - 9206 (2007/10/03)
The acyltetramic acid 6 previously proposed as a putative intermediate in tenellin biosynthesis in Beauveria bassiana has been synthesised in two isotopically labelled forms. This compound was not incorporated into tenellin and was not identifiable in extracts of B. bassiana and is unlikely to be involved in tenellin biosynthesis. On the other hand a re-evaluation of the role of tyrosine reveals that it is a good precursor to tenellin and is probably generated in vivo by the action of a phenylalanine hydroxylase directly from L-phenylalanine. Thus the long held contention that acyltetramic acid 6 undergoes oxidative ring expansion to a pyridone no longer appears a valid hypothesis for tenellin biosynthesis.
Synthesis of 3-alkenylamines, 4-alkenylamines and 3-allenylamines via a transamination procedure
De Kimpe, Norbert,De Smaele, Dirk,Hofkens, Arn,Dejaegher, Yves,Kesteleyn, Bart
, p. 10803 - 10816 (2007/10/03)
3-Alkenylamines, 4-alkenylamines and 3-allenylamines were synthesized conveniently by potassium t-butoxide induced transamination of α-vinylaldimines, α-allylaldimines or α-allenylaldimines followed by hydrolysis with aqueous oxalic acid.
