55568-06-4Relevant academic research and scientific papers
Impurity of gabapentin and preparation method thereof
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Paragraph 0029; 0046-0047; 0050-0051, (2021/11/27)
The invention provides a new unknown impurity compound (VII) for gabapentin and a preparation method thereof, wherein the chemical name is 2 - [1 - [(1, 3 - diaza -2 - aza-spiro [4.5] dec -2 -yl) methyl] cyclohexyl] - acetic acid. The impurities are prepared by reacting (1 -) cyclohexanecarboxylic acid (VI) with gabapentin (I), and the synthetic route is as shown below. The impurities thus obtained can be used to support the quality studies of the impurities and to support the process improvement of gabapentin with regard to the control of the impurities.
Preparation method of 1-cyanocyclohexyl acetonitrile
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Paragraph 0042-0043; 0048-0049; 0051-0052, (2020/07/08)
The invention provides a method for preparing 1-cyanocyclohexyl acetonitrile by a 'one-pot method', which mainly comprises the following steps: reacting cyclohexanone with alkyl cyanoacetate in the presence of weak base salt and optional acid in a proper organic solvent; after the reaction is completed, adding cyanide, water and a phase transfer catalyst into the reaction system without treatment,and continuing the reaction to obtain 1-cyanocyclohexyl acetonitrile. According to the 1-cyanocyclohexyl acetonitrile obtained by the method, the purity and yield of the product are greatly improved,and the method is low in production cost, simple to operate and suitable for industrial production.
Methods and compositions for terpenoid tricycloalkane synthesis
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Page/Page column 48; 53; 54; 84; 85, (2019/05/26)
In one aspect, the disclosure relates to methods for preparation of intermediates useful for the preparation of terpenoid cores. In a further aspect, the disclosed methods pertain to the preparation of compounds comprising a terpenoid core or scaffold, su
Knoevenagel condensation catalyzed by novel Nmm-based ionic liquids in water
Xu, Hao,Pan, Liyang,Fang, Xiaomin,Liu, Baoying,Zhang, Wenkai,Lu, Minghua,Xu, Yuanqing,Ding, Tao,Chang, Haibo
supporting information, p. 2360 - 2365 (2017/05/29)
A series of novel N-methyl morpholine (Nmm) based ionic liquids with 1,2-propanediol group were synthesized and used as catalysts for Knoevenagel condensation at room temperature in water. Under the effect of the catalyst, various aldehydes or aliphatic ketones could react with a wide range of activated methylene compounds well, including malononitrile, alkyl cyanoacetate, cyanoacetamide, β-diketone, barbituric acid, 2-arylacetonitrile and thiazolidinedione. Furthermore, most of the products could be separated just by filtrating and washing with water. Additionally, the catalyst is recyclable and applicable for the large-scale synthesis.
An Enyne Cope Rearrangement Enables Polycycloalkane Synthesis from Readily Available Starting Materials
Scott, Sarah K.,Grenning, Alexander J.
supporting information, p. 8125 - 8129 (2017/06/30)
Cyclohexanone-derived Knoevenagel adducts (cyclohexylidenemalononitriles) and two different propargyl electrophiles serve as carbon sources for assembling diverse 6/7/5 tricycloalkanes, a common terpenoid framework. The sequence involves three unique reac
A PROCESS FOR THE PREPARATION OF GABAPENTIN
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Page/Page column 14-15, (2014/01/09)
The present invention provides an improved process for the preparation of a compound of formula (I),
Facile metal free regioselective transfer hydrogenation of polarized olefins with ammonia borane
Yang, Xianghua,Fox, Thomas,Berke, Heinz
supporting information; experimental part, p. 2053 - 2055 (2011/03/22)
Transfer hydrogenation of polarized olefins bearing strongly electron-withdrawing groups on one side of the double bond was achieved with ammonia borane under mild conditions without using a catalyst. Mechanistic studies proved the character of the direct H transfers proceeding stepwise with a unique hydroboration intermediate and hydride before proton transfer.
Novel cyclopropyl β-amino acid analogues of pregabalin and gabapentin that target the α2-δ protein
Schwarz, Jacob B.,Gibbons, Sian E.,Graham, Shelley R.,Colbry, Norman L.,Guzzo, Peter R.,Le, Van-Duc,Vartanian, Mark G.,Kinsora, Jack J.,Lotarski, Susan M.,Li, Zheng,Dickerson, Melvin R.,Su, Ti-Zhi,Weber, Mark L.,El-Kattan, Ayman,Thorpe, Andrew J.,Donevan, Sean D.,Taylor, Charles P.,Wustrow, David J.
, p. 3026 - 3035 (2007/10/03)
As part of a program aimed at generating compounds with affinity for the α2-δ subunit of voltage-gated calcium channels, several novel β-amino acids were prepared using an efficient nitroalkane-mediated cyclopropanation as a key step. Depending
Cyclopropyl beta-amino acid derivatives
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, (2008/06/13)
This invention relates to novel cyclopropyl β-amino acids derivatives of the formula wherein R1 through R4 are defined as in the specification, pharmaceutical compositions containing them and their use for the treatment of various ce
TETRAZOLE AND OXADIAZOLONE SUBSTITUTED β-AMINO ACID DERIVATIVES
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Page 57-58, (2010/02/08)
This invention relates to novel tetrazole and oxadiazalone β-amino acids derivatives of the formula (I, II), wherein G is (III, IV) wherein R1 through R4 are defined as in the specification, pharmaceutical compositions containing the
