77845-97-7Relevant academic research and scientific papers
Ruthenium-Catalyzed Asymmetric Allylic Alkylation of Isatins
Kalnmals, Christopher A.,Parkin, Sean,Ramakrishnan, Divya,Ryan, Michael C.,Smaha, Rebecca W.,Trost, Barry M.
supporting information, (2020/04/02)
A new ruthenium-based catalytic system for branched-selective asymmetric allylic alkylation is disclosed and applied to the synthesis of chiral isatin derivatives. The catalyst, which is generated in situ from commercially available CpRu(MeCN)3PF6 and a BINOL-derived phosphoramidite, is both highly active (TON up to 180) and insensitive to air and moisture. Additionally, the N-alkylated isatins accessible using this methodology are versatile building blocks that are readily transformed into chiral analogs of achiral drug molecules.
Structure-property relationship study of n-(hydroxy)peptides for the design of self-assembled parallel β-sheets
Roche, Stéphane P.,Richaud, Alexis D.
, p. 12329 - 12342 (2020/11/10)
The design of novel and functional biomimetic foldamers remains a major challenge in creating mimics of native protein structures. Herein, we report the stabilization of a remarkably short β-sheet by incorporating N-(hydroxy)glycine (Hyg) residues into the backbone of peptides. These peptide- peptoid hybrids form unique parallel β-sheet structures by selfassembly upon hydrogenation. Our spectroscopic and crystallographic data suggest that the local conformational perturbations induced by N-(hydroxy)amides are outweighed by a network of strong interstrand hydrogen bonds.
COMPOUNDS FOR TREATMENT OF GLIOBLASTOMA
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Paragraph 00258; 00352-00353, (2018/09/08)
The present invention relates to compounds and methods for the treatment of glioblastoma, as well as to a pharmaceutical composition comprising said compounds. More specifically the invention relates to substituted quinoline derivatives having the formula (I), (II) or (III), and a pharmaceutical composition comprising said compounds for the treatment of cancer. (Formulae (I), (II), (III))
Synthesis of 5-(6-hydroxy-7H-purine-8-ylthio)-2-(N-hydroxyformamido) pentanoic acid
Zhang, Yanmei,Elliot, Greg,Saldanha, Adrian,Tsigelny, Igor,Carson, Dennis,Wrasidlo, Wolf
experimental part, p. 742 - 747 (2011/01/03)
We have developed a synthetic route for the preparation of a hybrid bisubstrate small molecule based on a nucleoside. A prototype compound was designed and docked into the catalytic domain of the AdSS enzyme bridging the region between the magnesium center of the protein to the nucleoside region. The synthesis involves coupling a brominated peptide fragment capable of complexing magnesium to a thiolated nucleoside to obtain the hybrid model compound.
On the scope of diastereoselective allylation of various chiral glyoxylic oxime ethers with allyltributylstannane in the presence of?a Lewis acid and triallylaluminum
Kulkarni, Neelesh A.,Yao, Ching-Fa,Chen, Kwunmin
, p. 7816 - 7822 (2008/02/07)
The nucleophilic allylation of various chiral auxiliaries derived glyoxylic oxime ethers was studied. The use of allyltributylstannane in the presence of a Lewis acid and triallylaluminum provided the corresponding homoallylic amines in high chemical yiel
Preparation of α-(2,2-diphenylhydrazino)lactones and related compounds by radical cyclization: Use of glyoxylic acid hydrazone derivatives
Clive,Zhang,Subedi,Bouetard,Hiebert,Ewanuk
, p. 1233 - 1241 (2007/10/03)
Glyoxylic acid diphenylhydrazone (2a) and the corresponding O-benzyloxime (2b) are easily esterified in high yield by β-bromo alcohols. The resulting esters undergo radical cyclization to α-(2,2-diphenylhydrazino)- or α-[(phenylmethoxy)amino]lactones on treatment with tributyltin hydride. Esters for radical cyclization were also made using a β-(phenylseleno) alcohol and an enol ether. Several derivatives of glyoxylic acid were evaluated, but none was as effective as 2a or 2b. The imine 28 was prepared by an indirect route; it undergoes radical cyclization with displacement of the nitrogen substituent (28 → 30) so that an α-amino lactone can be generated by acid hydrolysis of the cyclization product.
Synthesis and aldose reductase inhibitory activity of N-(arylsulfonyl)- and N-(aroyl)-N-(arylmethyloxy)glycines
Balsamo, A.,Belfiore, M. S.,Macchia, M.,Martini, C.,Nencetti, S.,et al.
, p. 787 - 794 (2007/10/02)
Some N-(arylsulfonyl)- C and N-(aroyl)-N-(arylmethyloxy)glycines D were synthesised and tested as aldose reductase inhibitors (ARIs).They are structurally related to the previously described ARIs of type A and B, from which they differ owing to the presen
α-N-HYDROXYAMINO ACID DERIVATIVES
Kolasa, Teodozyj,Sharma, Sushil K.,Miller, Marvin J.
, p. 5431 - 5440 (2007/10/02)
Reactions of organolithium reagents with glyoxylate derived oximes provided a direct route to α-N-hydroxyamino acids.The process required direct attachment of an ionizable group to the glyoxylate carbonyl to prevent competitive reactions.The procedure allowed for direct formation of the α-chiral center of the newly formed α-N-hydroxyamino acid derivative.Introduction of potential chiral auxiliaries on the oxime oxygen resulted in modest diastereoselection.In most instances, use of chiral glyoxylamides also gave low diastereoselectivity.
