61085-60-7Relevant academic research and scientific papers
Synthesis of Hindered α-Amino Carbonyls: Copper-Catalyzed Radical Addition with Nitroso Compounds
Fisher, David J.,Burnett, G. Leslie,Velasco, Rocío,Read De Alaniz, Javier
supporting information, p. 11614 - 11617 (2015/09/28)
The synthesis of sterically hindered anilines has been a significant challenge in organic chemistry. Here we report a Cu-catalyzed radical addition with in situ-generated nitroso compounds to prepare sterically hindered amines directly from readily available materials. The transformation is conducted at room temperature, uses abundant copper salts, and is tolerant of a range of functional groups.
Synthesis of 4-anilinopiperidine methyl esters, intermediates in the production of carfentanil, sufentanil, and remifentanil
Walz, Andrew J.,Hsu, Fu-Lian
, p. 501 - 502 (2014/01/06)
Two spirodiaza intermediates have been made and employed in the synthesis of 4-anilinopiperidine methyl esters. These intermediates can be utilized in the production of commercial synthetic analgesics carfentanil, sufentanil, and remifentanil.
Synthesis of intermediate anilino methyl esters used in the production of synthetic opioid analgesics
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, (2014/06/11)
An improved process or method of synthesis of carfentanil and other potent opioid analgesics of the N-alkyl 4-substituted 4-piperidinylamide class which can be used as morphine substitutes.
Alternate Process for Remifentanil Preparation
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Page/Page column 8, (2010/05/13)
An alternate process for synthesizing opiate or opioid analgesics and anesthetics, and intermediates thereof is provided. In particular, a process of synthesizing synthetic opiate or opioid compounds such as, for example, remifentanil, carfentanil, sufentanil, fentanyl, and alfentanil are disclosed.
SUBSTITUTED 4-AMINO-PIPERIDINES
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Page/Page column 25, (2010/02/17)
The present invention relates to new substituted 4-amino-piperidine opioid receptor modulators, pharmaceutical compositions thereof, and methods of use thereof
IMPROVED METHOD OF MAKING SUFENTANIL
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Page/Page column 3; 7, (2010/11/29)
The present invention relates to a process for the preparation of piperidine derivatives including sufentanil and its pharmaceutically acceptable salts, such as it citrate salt
Syntheses, biological evaluation, and molecular modeling of 18F-labeled 4-anilidopiperidines as μ-opioid receptor imaging agents
Henriksen, Gjermund,Platzer, Stefan,Marton, János,Hauser, Andrea,Berthele, Achim,Schwaiger, Markus,Marinelli, Luciana,Lavecchia, Antonio,Novellino, Ettore,Wester, Hans-Jürgen
, p. 7720 - 7732 (2007/10/03)
The synthesis, evaluation, and molecular modeling of a series of 18F-labeled 4-anilidopiperidines with high affinities for the μ-opioid receptor (μ-OR) are reported. On the basis of the high brain uptake and selective retention in brain regions that contain a high concentration of the μ-OR, combined with a good metabolic stability, [ 18F]fluoro-pentyl carfentanil ([18F]4) and 2-(±)[18F]-fluoropropyl-sufentanil ([18F]6) were selected as the lead compounds for further evaluation. The binding affinity to the human μ-OR was 0.74 and 0.13 nM for [18F]4 and [ 18F]6, respectively. In vitro autoradiography of [18F] 4 and [18F] 6 on rat brain sections produced patterns in accordance with the known distribution of μ-OR expression. Structure-activity relationships of the fluorinated compounds are discussed with respect to the interaction with an activated-state model of the μ-OR. Taken together, the in vivo and in vitro data indicate that [18F] 4 and [18F] 6 hold promise for studying the μ-opioid receptor in humans by means of positron emission tomography.
The conversion of amides to esters with Meerwein's reagent. Application to the synthesis of a carfentanil precursor
Kiessling, Anthony J.,McClure, Cynthia K.
, p. 923 - 937 (2007/10/03)
An efficient two step transformation of 1°and 2°amides to methyl and ethyl esters has been developed using trimethyl- and triethyloxonium tetrafluoroborates, and dilute acid. This methodology was applied to 1-benzyl-4-phenylamino-4-piperidinecarboxamide, a precursor in the synthesis of carfentanil, to produce the methyl ester in 60% yield and the ethyl ester in 80% yield.
