90600-59-2Relevant academic research and scientific papers
A Phenylalanine Derivative Containing a 4-Pyridine Group Can Construct Both Single Crystals and a Selective Cu-Ag Bimetallohydrogel
Wei, Chuan-Wan,Wang, Xiao-Juan,Gao, Shu-Qin,Wen, Ge-Bo,Lin, Ying-Wu
supporting information, p. 1349 - 1353 (2019/02/14)
Metallohydrogels are attractive biomaterials, whereas formation of a selective bimetallogel in aqueous solution has rarely been explored. In this study, we show that a phenylalanine derivative containing a 4-pyridine group can not only assemble to form si
Method for preparing amino ether compounds
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Paragraph 0067, (2017/08/26)
The invention belongs to the technical field of organic synthesis and relates to a method for preparing amino ether compounds. The method comprises the following steps: by taking amino alcohol as a raw material, protecting amino in the amino alcohol so as to obtain Schiff base; carrying out an etherification reaction on the hydroxyl group in the Schiff base; and finally, performing amino deprotection, thereby obtaining corresponding amino ethers. The method disclosed by the invention has high regio-selectivity, the substrates of higher than 99.9% are subjected to etherification reaction, the reaction conversion ratio of each step is higher than 99.8%, and the total yield is higher than 95%; when amino alcohol is chiral, the amino ethers with retention of configuration can be obtained; and moreover, each step of the method is a conventional operation, the process cost is low, and three wastes are few, the energy consumption is low, an environment-friendly effect is achieved, and large-scale industrial production is easily realized.
Controlling Plasma Stability of Hydroxamic Acids: A MedChem Toolbox
Hermant, Paul,Bosc, Damien,Piveteau, Catherine,Gealageas, Ronan,Lam, Baovy,Ronco, Cyril,Roignant, Matthieu,Tolojanahary, Hasina,Jean, Ludovic,Renard, Pierre-Yves,Lemdani, Mohamed,Bourotte, Marilyne,Herledan, Adrien,Bedart, Corentin,Biela, Alexandre,Leroux, Florence,Deprez, Benoit,Deprez-Poulain, Rebecca
supporting information, p. 9067 - 9089 (2017/11/14)
Hydroxamic acids are outstanding zinc chelating groups that can be used to design potent and selective metalloenzyme inhibitors in various therapeutic areas. Some hydroxamic acids display a high plasma clearance resulting in poor in vivo activity, though they may be very potent compounds in vitro. We designed a 57-member library of hydroxamic acids to explore the structure-plasma stability relationships in these series and to identify which enzyme(s) and which pharmacophores are critical for plasma stability. Arylesterases and carboxylesterases were identified as the main metabolic enzymes for hydroxamic acids. Finally, we suggest structural features to be introduced or removed to improve stability. This work thus provides the first medicinal chemistry toolbox (experimental procedures and structural guidance) to assess and control the plasma stability of hydroxamic acids and realize their full potential as in vivo pharmacological probes and therapeutic agents. This study is particularly relevant to preclinical development as it allows obtaining compounds equally stable in human and rodent models.
Efficient, stereodivergent access to 3-piperidinols by traceless P(OEt)3 cyclodehydration
Huy, Peter H.,Koskinen, Ari M. P.
supporting information, p. 5178 - 5181 (2013/11/06)
A stereodivergent and highly diastereoselective (dr up to >19:1 for both isomers), step economic (5-6 steps), and scalable synthesis (up to 14 g) of cis- and trans-2-substituted 3-piperidinols, the core motif of numerous bioactive compounds, providing efficient access to the NK-1 inhibitor L-733,060 is presented. Additionally, a "traceless" (referring to the simplified byproduct separation) cyclodehydration realizing simple P(OEt)3 as a substitute for PPh3 is developed.
A facile synthesis of 1,5-disubstituted-2-aminoimidazoles: Antibiotic activity of a first generation library
Harris, Tyler L.,Worthington, Roberta J.,Melander, Christian
supporting information; experimental part, p. 4516 - 4519 (2011/09/12)
An efficient synthetic route to 1,5-disubstituted 2-aminoimidazoles from readily available amino acids and aldehydes has been developed. A library of simple analogues was synthesized and several compounds were shown to exhibit notable antibiotic activity
The catalysis and asymmetric induction of chiral reverse micelle: Synthesis of optically active α-amino acids
Sun, Peipei,Zhang, Yongmin
, p. 4173 - 4179 (2007/10/03)
Through alkylation of N-benzylideneglycine ethyl ester in chiral reverse micelle, followed by hydrolysis of the resulting products, optically active α-amino acids were synthesized.
α-ALKYLATION OF ACYCLIC AMINO ACIDS WITH SELF-REPRODUCTION OF THE CENTER OF CHIRALITY. A NEW ROUTE TO (S)-(+)-α-ALKYLATED ASPARTIC ACIDS.
Fadel, Antoine,Salaun, Jacques
, p. 2243 - 2246 (2007/10/02)
The amino acids 1a-d (alanine, phenylalanine, valine and methionine) are alkylated by ethyl bromoacetate, with inversion of configuration, to provide readily with high stereoselectivity the α-alkylated aspartic acids 9a-d through the chiral enolates 7a-d
