24431-24-1Relevant academic research and scientific papers
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
Asymmetric synthesis of β-dialkylamino alcohols by transfer hydrogenation of α-dialkylamino ketones
Kosmalski, Tomasz,Wojtczak, Andrzej,Zaidlewicz, Marek
experimental part, p. 1138 - 1143 (2009/09/27)
Transfer hydrogenation of representative aryl and heteroaryl dialkylaminomethyl ketones with formic acid-triethylamine, catalyzed by RuCl[(R,R)-TsDPEN](η-p-cymene), produces the corresponding β-dialkylamino alcohols, 97-99% ee, in 50-73% yields. Asymmetric synthesis of (R)-macromerine, 98% ee, the cactus Coryphantha macromeris alkaloid, is also described.
Synthesis of α-amino acids by umpolung of weinreb amide enolates
Hirner, Sebastian,Kirchner, Donata K.,Somfai, Peter
supporting information; experimental part, p. 5583 - 5589 (2009/05/11)
An efficient and diastereoselective synthesis of α-amino acids from readily available starting materials has been developed. The key feature of this reaction is an umpolung of a glycine-derived enolate, providing an alternative approach for the synthesis of α-amino acids. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
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.
Stereocontrol between remote atom centers in acyclic substrates. Anti addition of hydride to 1,5-, 1,6-, and 1,7-hydroxy ketones
Zhang, Han-Cheng,Harris, Bruce D.,Costanzo, Michael J.,Lawson, Edward C.,Maryanoff, Cynthia A.,Maryanoff, Bruce E.
, p. 7964 - 7981 (2007/10/03)
For conformationally unconstrained, acyclic organic compounds, the control of stereogenic centers at remote positions of a chain, that is, at a distance of four or more atom centers, remains a challenging problem in asymmetric synthesis. We report on our
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
