16063-09-5Relevant academic research and scientific papers
Stereoselective epoxidation of cyclic dienes and trienes by dioxiranes
D'Accolti, Lucia,Annese, Cosimo,Aresta, Antonella,Fusco, Caterina
, p. 1482 - 1486 (2015)
Epoxides are essential building blocks in organic chemistry. The epoxidation of unsubstituted cyclic dienes 2, 3, 4 and triene 5 using dimethyldioxirane (1a) and its trifluoro analog 1b methyl(trifluoromethyl)dioxirane has been investigated. The excellent yields obtained (90-98%) are accompanied by outstandingly high diastereoselectivities (90-98%). Interpretation of results based upon the early idea that polar groups can direct the dioxirane attack by dipole-dipole interaction provides a likely rationale, along with a more generalized mechanistic view.
2,5-dideoxy streptamine derivative and application thereof
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Paragraph 0079-0082, (2019/01/16)
The invention discloses a 2,5-dideoxy streptamine derivative and application thereof. The compound disclosed by the invention is used for inhibiting the activity of furin, thereby serving as a furin inhibitor; the 2,5-dideoxy streptamine derivative is use
Chemical and bacterial reduction of azo-probes: Monitoring a conformational change using fluorescence spectroscopy
Rattray, Nicholas J.W.,Zalloum, Waleed A.,Mansell, David,Latimer, Joe,Jaffar, Mohammed,Bichenkova, Elena V.,Freeman, Sally
, p. 2758 - 2766 (2013/04/10)
Sterically constrained probes 2,4-O-bisdansyl-6,7-diazabicyclo[3.2.1]oct-6- ene (8) and 2,4-O-bispyrenoyl-6,7-diazabicyclo[3.2.1]oct-6-ene (9) exhibit specific dimer fluorescent characteristics (λmax 555 nm and 511 nm, respectively), attributed to the 2,4-diaxial arrangement of the dansyl or pyrene groups. Reduction of the azo-conformational locking group in (8) and (9) yielded 1,3-bisdansyl-4,6-diaminocyclohexane (16) and 1,3-bispyrenoyl-4,6- diaminocyclohexane (17) in the tetra-equatorial chair conformation, thus minimising interaction of the bisdansyl or bispyrenoyl groups. This induces a change in fluorescence from a cooperative green emission dimer band to a blue-shifted, monomer type fluorescence, with λmax 448 nm and 396 nm for the reduced forms (16) and (17), respectively. The azo-bond conformational lock can either be reduced under biomimetic conditions (using sodium dithionite) or with bacteria (Clostridium perfringens or Escherichia coli) utilising azo-reductase enzymes. These fluorescent probes have the potential to specifically detect azo-reductase expressing bacteria.
Fluorocyclohexanes: Synthesis and structure of all-syn-1,2,4,5- tetrafluorocyclohexane
Durie, Alastair J.,Slawin, Alexandra M. Z.,Lebl, Tomas,Kirsch, Peer,O'Hagan, David
supporting information, p. 9643 - 9645 (2012/11/07)
The all-syn isomer of 1,2,4,5-tetrafluorocyclohexane is prepared and characterised by NMR and X-ray crystallography. It emerges to be a particularly polar cyclohexane analogue with differentially polarised faces.
Fluorescent probe for detection of bacteria: Conformational trigger upon bacterial reduction of an azo bridge
Rattray, Nicholas J. W.,Zalloum, Waleed A.,Mansell, David,Latimer, Joe,Schwalbe, Carl H.,Blake, Alexander J.,Bichenkova, Elena V.,Freeman, Sally
scheme or table, p. 6393 - 6395 (2012/07/17)
Using biomimetic chemical reduction or Clostridium perfringens cell extract containing azoreductase, the dimer-fluorescent probe 2,4-O-bisdansyl-6,7- diazabicyclooct-6-ene, which possesses a conformationally constrained cis-azo bridge, is reduced to the t
Regioselective synthesis of aniline-derived 1,3- And Ci- symmetric 1,4-diols from trans-1,4-cyclohexadiene dioxide
Monceaux, Christopher J.,Carlier, Paul R.
supporting information; experimental part, p. 620 - 623 (2010/06/11)
[Chemical equation presented] trans-Diepoxide 1 is well-known to react with aliphatic amines and the azide ion to give exclusively the 1,3-diol products. However, we observed that by judicious choice of conditions, reaction with anilines can give predominantly the 1,3-diol (3) or the heretofore rarely seen Ci-metric 1,4-diol (4). Synthesis of an unsymmetrical 1,4-diol from two different anilines is also demonstrated. These studies demonstrate that an intramolecular anilino-NH hydrogen bond donor can direct Fuerst-Plattner epoxide opening.
Synthesis of new β-hydroxy nitrate esters as potential glycomimetics or vasodilators
Cavdar, Huseyin,Saracoglu, Nurullah
supporting information; experimental part, p. 4615 - 4621 (2009/05/11)
New β-hydroxy nitrates have been synthesized by the ringopening reaction of epoxides with Bi(NO3)3·5H2O, which was used both as a catalyst and reagent. The synthesized molecules are both potential cyclitol mimetics and vasodilators as a result of their hydroxy groups and nitrate esters. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Synthesis of a library of stereo- and regiochemically diverse aminoglycoside derivatives
Clique, Blandine,Ironmonger, Alan,Whittaker, Benjamin,Colley, Jacqueline,Titchmarsh, James,Stockley, Peter,Nelson, Adam
, p. 2776 - 2785 (2007/10/03)
A library of forty modified aminoglycosides was prepared in which the configuration and regiochemistry of two or three rings was widely varied. The library was based around three core ring systems: the 2-deoxystreptamine ring system found in the natural products, and both enantiomers of (1R*,2R*,4R*,5R*)-2,5-diamino-cyclohexane-1,4-diol and (1R*,3R*,4R*,6R*)-4,6-diaminocyclohexane-1,3-diol. In each case, the core was modified by glycosylation with one or two sugar rings. The absolute configuration of the sugar substituents (D or L), the configuration of the anomeric centres (α or β), and the regiochemical arrangement of the amine(s) were varied. The Royal Society of Chemistry 2005.
