68543-42-0Relevant academic research and scientific papers
An unusual rearrangement of N,N-dibenzyl-2-aminopropanal to N,N-dibenzyl-1-aminopropanone
Adia, Maqsood,Henaff, Nadine,Whiting, Andrew
, p. 3101 - 3102 (1997)
N,N-dibenzyl-2-aminopropanal in derived from alanine rearranges to the corresponding ketone, N,N-dibenzyl-1-aminopropanone upon exposure to either silica gel or pyridinium acetate. Similar rearrangements do not occur with aldehydes derived from phenylalinine, valine, leucine, proline or phenylglycine. One mechanistic explanation for the rearrangement is a facile 1,2-methyl shift, followed by 1,2-hydrogen shift.
Electrochemical, Iodine-Mediated α-CH Amination of Ketones by Umpolung of Silyl Enol Ethers
Strehl, Julia,Hilt, Gerhard
supporting information, p. 5968 - 5972 (2020/08/12)
The electrochemical, oxidative Umpolung reaction of silyl enol ethers utilizing simple iodide salts for the synthesis of α-amino ketones is described. The products were isolated in excellent yields of up to 100percent, and various functionalized starting materials were accepted in an undivided electrochemical cell design. Moreover, a sensitivity assessment to ensure an improved reproducibility of the reaction and cyclic voltammetry experiments were performed to postulate a plausible reaction mechanism on their basis.
Preparation method of N-acetonyl amine compound
-
Paragraph 0046, (2016/10/09)
The invention discloses a preparation method of an N-acetonyl amine compound. The method comprises the following steps that an amine compound and glycerin are used as reaction raw materials, and in the presence of a composite catalyst and an alkali addition agent, in reaction mediums and at the reaction temperature of 80-180 DEG C, a reaction is performed for 2-48 hours in a sealed reactor so that the N-acetonyl amine compound is obtained. The method disclosed by the invention is simple, reaction conditions are mild, target products can be obtained at a low cost and at a high yield, and the used catalyst has high catalytic activity and is easy to separate and repeatedly use in a reaction system; besides, the whole process is environment-friendly, and the utilization of by-products namely the glycerin of biologic diesel oil is promoted.
Glycerol as a Building Block for Prochiral Aminoketone, N-Formamide, and N-Methyl Amine Synthesis
Dai, Xingchao,Rabeah, Jabor,Yuan, Hangkong,Brückner, Angelika,Cui, Xinjiang,Shi, Feng
, p. 3133 - 3138 (2016/11/29)
Prochiral aminoketones are key intermediates for the synthesis of optically active amino alcohols, and glycerol is one of the main biomass-based alcohols available in industry. In this work, glycerol was catalytically activated and purposefully converted with amines to generate highly valuable prochiral aminoketones, as well as N-formamides and N-methyl amines, over CuNiAlOx catalyst. The catalyst structure can be anticipated as nano-Ni species on or in CuAlOx via the formation of nano- Cu?Ni alloy particles. This concept may present a novel and valuable methodology for glycerol utilization.
RORγ MODULATORS
-
Page/Page column 39, (2015/03/28)
Described are RORγ modulators of the formula (I), or pharmaceutically acceptable salts thereof, wherein all substituents are defined herein. The invention includes stereoisomeric forms of the compounds of formula I, including stereoisomerically-pure, scalemic and racemic form, as well as tautomers thereof. Also provided are pharmaceutical compositions comprising the same. Such compounds and compositions are useful in methods for modulating RORγ activity in a cell and methods for treating a subject suffering from a disease or disorder in which the subject would therapeutically benefit from modulation of RORγ activity, for example, autoimmune and/or inflammatory disorders.
Discovery and SAR of hydantoin TACE inhibitors
Yu, Wensheng,Guo, Zhuyan,Orth, Peter,Madison, Vincent,Chen, Lei,Dai, Chaoyang,Feltz, Robert J.,Girijavallabhan, Vinay M.,Kim, Seong Heon,Kozlowski, Joseph A.,Lavey, Brian J.,Li, Dansu,Lundell, Daniel,Niu, Xiaoda,Piwinski, John J.,Popovici-Muller, Janeta,Rizvi, Razia,Rosner, Kristin E.,Shankar, Bandarpalle B.,Shih, Neng-Yang,Arshad Siddiqui,Sun, Jing,Tong, Ling,Umland, Shelby,Wong, Michael K.C.,Yang, De-yi,Zhou, Guowei
scheme or table, p. 1877 - 1880 (2010/07/04)
We disclose inhibitors of TNF-α converting enzyme (TACE) designed around a hydantoin zinc binding moiety. Crystal structures of inhibitors bound to TACE revealed monodentate coordination of the hydantoin to the zinc. SAR, X-ray, and modeling designs are d
Synthesis of 4-substituted- and 1,4-disubstituted-4-hydroxypyrrolidin-2- ones
Kinsinger, Christopher R.,Tatko, Chad D.,Whelan, Christopher M.,Wilkinson, Timothy J.
, p. 1845 - 1852 (2008/02/02)
This report describes the synthesis of 4-substituted- and 1,4-disubstituted-4-hydroxypyrrolidin-2-ones by cyclization of intermediate γ-aminoesters prepared from alkylbenzylamines, α-bromoketones, and lithio ethyl acetate. Copyright Taylor & Francis Group, LLC.
HYDANTOIN DERIVATIVES FOR USE AS TACE AND AGGRECANASE INHIBITORS
-
Page/Page column 56-57, (2010/02/14)
Hydantoin derivatives of formula (I) that are useful in the inhibition of metalloproteinases and in particular in the inhibition of TNF-α Converting Enzyme (TACE), aggrecanase or the combination thereof.
ACID-CATALYZED DOUBLE-CYCLIZATION REACTIONS OF N,N-DIBENZYLAMINO-ACETALDEHYDE DIALKYL ACETALS AND RELATED COMPOUNDS: GENERAL SYNTHESIS OF 7,12-DIHYDRO-5H-6,12-METHANODIBENZAZOCINES AND RELATED COMPOUNDS
Suzuki, Takayoshi,Takamoto, Masayuki,Okamoto, Toshihiko,Takayama, Hiroaki
, p. 1888 - 1900 (2007/10/02)
A number of N,N-dibenzylaminoacetaldehyde dialkyl acetals (1) double-cyclized in 70percent perchloric acid or triflic acid (trifluoromethanesulfonic acid) to give good yields of 7,12-dihydro-5H-6,12-methanodibenzazocines (2) even when a powerful elec
Synthesis of Aminomethyl-Substituted Cyclic Imide Derivatives for Evaluation as Anticonvulsants
Stratford, Eugene S.,Curley, Robert W.
, p. 1463 - 1469 (2007/10/02)
A series of aminomethyl-substituted cyclic imides (II) based on the 2,5-pyrrolidinedione (X = CH2, succinimide) and 2,4-imidazolidinedione (X = NH, hydantoin) ring systems have been prepared.The compounds were designed on the basis of a potential interact
