23909-16-2Relevant articles and documents
Enantioselective Synthesis of N,S-Acetals by an Oxidative Pummerer-Type Transformation using Phase-Transfer Catalysis
Biswas, Souvagya,Kubota, Koji,Orlandi, Manuel,Turberg, Mathias,Miles, Dillon H.,Sigman, Matthew S.,Toste, F. Dean
supporting information, p. 589 - 593 (2018/02/21)
Reported is the first enantioselective oxidative Pummerer-type transformation using phase-transfer catalysis to deliver enantioenriched sulfur-bearing heterocycles. This reaction includes the direct oxidation of sulfides to a thionium intermediate, followed by an asymmetric intramolecular nucleophilic addition to form chiral cyclic N,S-acetals with moderate to high enantioselectivites. Deuterium-labelling experiments were performed to identify the stereodiscrimination step of this process. Further analysis of the reaction transition states, by means of multidimensional correlations and DFT calculations, highlight the existence of a set of weak noncovalent interactions between the catalyst and substrate that govern the enantioselectivity of the reaction.
Synthesis and biological evaluation of sulforaphane derivatives as potential antitumor agents
Hu, Kun,Qi, Yan-Jie,Zhao, Juan,Jiang, He-Fei,Chen, Xin,Ren, Jie
, p. 529 - 539 (2013/07/11)
A series of sulforaphane derivatives were synthesized and evaluated in vitro for their cytotoxicity against five cancer cell lines (HepG2, A549, MCF-7, HCT-116 and SH-SY5Y). The pharmacological results showed that many of the derivatives displayed more potent cytotoxicity than sulforaphane (SFN). Furthermore, SFN and derivative 85 could induce cell cycle arrest at S or G2/M phase and cell apoptosis. SFN and 85 exhibited time- and dose-dependent activation on Nrf2 transcription factor, and 85 acted as a more potent Nrf2 inducer than SFN.
Copper(I) complexes of N-centered aliphatic tripodal trithioether ligands - Adjustment of complex geometry by variation of spacer lengths
Blomenkemper, Marc,Schr?der, Henning,Pape, Tania,Hahn, F. Ekkehardt
experimental part, p. 76 - 80 (2011/03/22)
A series of novel aliphatic tripodal trithioether ligands 4-6 differing in the lengths of the alkyl chains between central nitrogen atom and sulfur donor function has been synthesized. The neutral ligands 4-6 react with copper(I) under formation of the mo
Building units for N-backbone cyclic peptides. 2. Synthesis of protected N-(ω-thioalkylene) amino acids and their incorporation into dipeptide units
Bilan, Gal,Gilon, Chaim
, p. 10513 - 10522 (2007/10/02)
A new family of amino acids which contain an ω-thioalkylene group on the N(α)-amino nitrogen was synthesized by alkylation of ω-thioalkylamines with triflates of α-hydroxy acids. The reaction proceeded with inversion of configuration yielding optically pure products. The N(α)-(ω-thioalkylene)amino acids were orthogonally protected to allow their incorporation into peptides by solid-phase peptide synthesis (SPPS) methodology. In addition some of these new protected N(α)-(ω-thioalkylene)amino acids were incorporated into dipeptides by 'solution' techniques.
Dimethyl tyrosyl amide sulfides, sulfoxides and sulfones
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, (2008/06/13)
The present invention relates to new compounds of the formula STR1 and the pharmaceutically acceptable salts thereof and the enantiomers thereof, wherein R1 is H, lower alkyl, alkenyl, aralkyl, or C(O)R2 wherein R2 is lowe
