19832-04-3Relevant academic research and scientific papers
Syntheses of (-)-pelletierine and (-)-homopipecolic acid
Chiou, Wen-Hua,Chen, Guei-Tang,Kao, Chien-Lun,Gao, Yu-Kai
supporting information; experimental part, p. 2518 - 2520 (2012/04/23)
Enantiomeric syntheses of (-)-homopipecolic acid and (-)-pelletierine have been achieved by chiral resolution of tropanol followed by Baeyer-Villiger oxidation. The methodology provides a practical route for the synthesis of optically pure piperidines. The Royal Society of Chemistry 2012.
Histamine H3 Inverse Agonists and Antagonists and Methods of Use Thereof
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Page/Page column 59, (2011/04/18)
Provided herein are fused imidazolyl compounds, methods of synthesis, and methods of use thereof. The compounds provided herein are useful for the treatment, prevention, and/or management of various disorders, including, e.g., neurological disorders and metabolic disorders. Compounds provided herein inhibit the activity of histamine H3 receptors and modulate the release of various neurotransmitters, such as, e.g., histamine, acetylcholine, norepinephrine, and dopamine (e.g. at the synapse). Pharmaceutical compositions containing the compounds and their methods of use are also provided herein.
Hydroformylation of alkenylamines. Concise approaches toward piperidines, quinolizidines, and related alkaloids
Airiau, Etienne,Girard, Nicolas,Pizzeti, Marianna,Salvadori, Jessica,Taddei, Maurizio,Mann, Andre
supporting information; experimental part, p. 8670 - 8673 (2011/02/28)
Linear hydroformylation of N-protected allyl- or homoallylamines (cyclohydrocarbonylation: CHC), followed by a reductive amination constitute the two key steps toward convenient routes to aza-heterocycles.
Asymmetric synthesis of Sedum alkaloids via lithium amide conjugate addition
Davies, Stephen G.,Fletcher, Ai M.,Roberts, Paul M.,Smith, Andrew D.
experimental part, p. 10192 - 10213 (2010/02/28)
Conjugate addition of lithium (R)-N-allyl-N-(α-methylbenzyl)amide or lithium (R)-N-but-3-enyl-N-(α-methylbenzyl)amide to an alkyl hexa-2,4-dienoate or alkyl hepta-2,6-dienoate, followed by ring-closing metathesis of the olefin functionalities within the resultant β-amino ester, generates a range of diastereoisomerically pure azacycles in good yield. These homochiral templates are readily transformed to a range of piperidine alkaloids of the Sedum family, and the corresponding five-, seven- and eight-membered ring homologues.
Improved protocol for asymmetric, intramolecular heteroatom Michael addition using organocatalysis: Enantioselective syntheses of homoproline, pelletierine, and homopipecolic acid
Carlson, Erik C.,Rathbone, Lauren K.,Yang, Hua,Collett, Nathan D.,Carter, Rich G.
, p. 5155 - 5158 (2008/09/21)
(Chemical Equation Presented) An improved protocol for the construction of enantioenriched pyrrolidine, indoline, and piperidine rings using an organocatalyzed, intramolecular heteroatom Michael addition is described. Application to the enantioselective synthesis of homoproline, homopipecolic acid, and pelletierine has been accomplished.
Substituted Sulfonamide Compounds
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Page/Page column 39, (2009/01/24)
Substituted sulfonamide compounds corresponding to formula I pharmaceutical compositions comprising them, a process for preparing them, and the use of such compounds to treat or inhibit pain and other disorders or disease states.
Synthesis of the quinolizidine alkaloids (-)-lasubine II and (±)-myrtine by conjugate addition and intramolecular acylation of amino esters with acetylenic sulfones
Back, Thomas G.,Hamilton, Michael D.,Lim, Vania J. J.,Parvez, Masood
, p. 967 - 972 (2007/10/03)
(Chemical Equation Presented) The conjugate additions of (2-piperidyl)acetate esters to acetylenic sulfones, followed by LDA-promoted intramolecular acylations, afforded cyclic enaminones that were readily converted into the corresponding 4-substituted 2-
PROCESS FOR THE ENANTIOSELECTIVE PRODUCTION OF AN AMINO ACID DERIVATIVE COMPRISING AT LEAST ONE NITROGENOUS HETEROCYCLE
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Page 8-9, (2010/02/08)
Process for the enantioselective production of an amino acid derivative comprising at least one nitrogenous heterocycle, said heterocycle being substituted with at least one side chain comprising a functional group of carboxyl type, such as a carboxyl group, an ester group or an amide group, which process comprises at least one step in which a prochiral unsaturated amino acid derivative of formula (I) is subjected to hydrogenation in the presence of an enantiopure hydrogenation catalyst.
PROCESS FOR PREPARATION OF PIPERIDIN-2-YLACETIC ACID
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Page 5, (2008/06/13)
Piperidin-2-ylacetic acid (II) is efficiently and safely produced in industrial scale by treating piperidin-2-ylethanol (I) with 2,2,6,6-tetramethylpiperidin-1-oxyl, sodium hypochlorite and sodium chlorite in a two phase solvent comprising an organic solvent and water without using strongly toxic chromium trioxide.
An efficient synthesis of chiral cyclic β-amino acids via asymmetric hydrogenation
Pousset, Cyrille,Callens, Roland,Marinetti, Angela,Larchevêque, Marc
, p. 2766 - 2770 (2007/10/03)
Cyclic β-amino acids, homoproline, homopipecolic acid and 3-carboxy-methylmorpholine were obtained in high enantiomeric excesses by transition metal-catalyzed asymmetric hydrogenation of cyclic β-acylamino-alkenoates. These compounds were synthesized by a
