51068-75-8Relevant academic research and scientific papers
Intramolecular rhodium-catalyzed activation of α-amino C-H bonds: decisive influence of conformational factors in the synthesis of bicyclic aminals from N-sulfamoyloxyacetyl azacycloalkanes
Morin, Marie S.T.,Toumieux, Sylvestre,Compain, Philippe,Peyrat, Sandrine,Kalinowska-Tluscik, Justyna
, p. 8531 - 8535 (2007)
The activation of α-amino C-H bonds in azacycloalkanes by way of intramolecular rhodium-catalyzed amination is reported. In this study, the 'activating' sulfamoyloxy group is attached to the endocyclic nitrogen atom with an appropriate linker. The influence of various structural parameters was studied. Results obtained demonstrate the remarkable conformational control that is possible with such azacycloalkane systems. This work leads to the first example of a successful intramolecular catalyzed amination of a tertiary sulfamic ester, a substrate known to be highly prone to elimination and/or nucleophilic displacement.
Transition State-Based Sialyltransferase Inhibitors: Mimicking Oxocarbenium Ion by Simple Amide
Guo, Jian,Li, Wenming,Xue, Weiwei,Ye, Xin-Shan
supporting information, p. 2135 - 2141 (2017/03/17)
In the new transition-state based sialyltransferase inhibitors, an amide group was placed at the corresponding C-2 position of CMP-sialic acid to mimic the geometry and charge distribution in the transition state, and simple aromatic or aliphatic rings were used instead of the sialic acid moiety. All synthetic compounds exhibited excellent α(2-6)-sialyltransferase inhibition, resulting in up to a 2600-fold higher affinity for the enzyme than CMP-Neu5Ac, suggesting that amide is a key element for simulating transition-state features.
Synthesis and evaluation of in vitro anti-tuberculosis activity of N-substituted glycolamides
Daryaee, Fereidoon,Kobarfard, Farzad,Khalaj, Ali,Farnia, Parisa
experimental part, p. 289 - 295 (2009/04/07)
On the basis of the structural similarity of N-substituted glycolamides with N-glycolyl muramic acid residues of the cell wall of Mycobacterium tuberculosis, a series of these compounds were designed and synthesized by the reaction of glycolic acid acetonide 1 (2,2-dimethyl-5-oxo-1,3-dioxolane) with the proper amines. The minimum inhibitory concentration (MIC) was determined against M. tuberculosis H37Rv in BACTEC 12B medium, using the Microplate Alamar Blue Assay (MABA). Among the synthesized compounds, all those with disubstituted amide structure accompanied by one or two heteroatom(s) with loan pair(s) of electrons atom(s) β to the amide nitrogen demonstrated moderate anti-tuberculosis activity and all the monosubstituted amides showed no activity at all.
Fluorovinloxyacetamides, process for preparing same and herbicidal composition comprising same
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, (2008/06/13)
Herbicidal fluorovinyloxyacetamide compounds of formula (I) are useful for protecting crops from weeds: wherein: R1is a phenyl group optionally having one or more substituents selected from the group consisting of C1-6alkyl, halogen-
Kinetic resolution of aliphatic oxiranes mediated by in situ formed molydenum(VI) (oxo-diperoxo) hydroxy acid amide / chiral diol complexes
Schurig, Volker,Betschinger, Frank
, p. 555 - 560 (2007/10/02)
In situ formed molybdenum(VI) (oxo-diperoxo) hydroxy acid amide / chiral diol complexes mediate the efficient kinetic resolution of simple aliphatic oxiranes.This method furnishes high enantiomeric yields of the residual oxirane.The oxidative cleavage of the oxiranes to carbonyl compounds is a non-stoichiometric reaction in the presence of oxygen. oxiranes / kinetic resolution / chiral molybdenum(VI) (oxo-diperoxo) complexes
AN UNUSUAL FRAGMENTATION PROCESS DISCOVERED DURING THE COURSE OF CLEAVAGE OF A CAMPHANIC ACID AMIDE
Kozikowski, Alan P.,Chen, Chinpiao,Ball, Richard G.
, p. 5869 - 5872 (2007/10/02)
An unusual fragmentation reaction that affords a carbamoyl anion discovered during the course of the synthesis of rigidified PCP analogues is reported.
Pyrrole derivatives and pharmaceutical compositions which contain them as hypnotics and anticonvulsants
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, (2008/06/13)
Pyrrole derivatives of formula STR1 in which A forms with the pyrrole ring an isoindoline, 6,7-dihydro-5H-pyrrolo-[3,4-b]pyrazine, 2,3,6,7-tetrahydro-5H-[1,4]-oxathiino-[2,3-c]pyrrole or 2,3,6,7-tetrahydro-5H-[1,4]dithiino-[2,3-c]pyrrole ring-system, Y+0, S or NH, Het=naphthyridinyl or quinolyl which are unsubstituted or substituted with halogen, (1 to 4 C) alkyl, (1 to 4 C) alkyloxy, (1 to 4 C) alkylthio, CN or CF 3 and R=(3 to 10 C) alkenyl or alkyl which is unsubstituted or substituted with alkyloxy, alkylthio, cycloalkyl, alkylcarbonyl, cycloalkylcarbonyl or cycloalkylcarbamoyl in which the cycloalkyl portions contain 3 to 6 C, NH 2, alkylamino, dialkylamino, alkylcarbonylamino, 1- or 2-piperazinyl, piperidyl, piperidino, morpholino, 1-azetidinyl, pyrrolidinyl, carbamoyl, alkylcarbamoyl, dialkylcarbamoyl, (1-piperazinyl)carbonyl, piperidinocarbonyl, piperidylcarbonyl, (1-pyrrolidinyl)carbonyl, morpholinocarbonyl, aminoalkylcarbamoyl, alkylaminoalkylcarbamoyl, dialkylaminoalkylcarbamoyl, alkyloxyalkylcarbamoyl, phenyl, pyridyl, or 1-imidazolyl, or R=2- or 3-pyrrolidinyl, or 1-imidazolyl, or 2-, 3- or 4-piperidyl, the aforesaid piperazinyl, piperidino, piperidyl, pyrrolidinyl, and azetidinyl radicals being unsubstituted or substituted at any position by alkyl, OH, alkylcarbonyl, benzyl, or hydroxyalkyl, or can form (i) a lactam group with the nitrogen atom of the ring or (ii) a 2-spirodioxolane residue with a carbon of the ring, and the said alkyl radicals containing 1 to 10 C except where specifically stated, are useful as anxiolytics.
