Facile Synthesis of Enantioenriched Cγ-Tetrasubstituted α-Amino Acid Derivatives via an Asymmetric Nucleophilic Addition/Protonation Cascade

2011 ◽  
Vol 13 (9) ◽  
pp. 2290-2293 ◽  
Author(s):  
Shu-Wen Duan ◽  
Jing An ◽  
Jia-Rong Chen ◽  
Wen-Jing Xiao
2008 ◽  
Vol 73 (2) ◽  
pp. 764-767 ◽  
Author(s):  
Carole Pissot Soldermann ◽  
Ramakrishnan Vallinayagam ◽  
Manuel Tzouros ◽  
Reinhard Neier

2000 ◽  
Vol 55 (1) ◽  
pp. 104-108 ◽  
Author(s):  
Laila M. Chabaka ◽  
Yehia A. Allam ◽  
Galal A. M. Nawwar

Pyridines, thiazolopyridines and pyrazolopyrans containing glycinate residue were prepared by reacting N-cyanoacryloglycinate ylidenes with active methylene compounds via a Michael addition - intracyclization synthetic pathway.Simple routes for the synthesis of heterocycles with an amino acid residue were previously reported [1-3] as the incorportation of these residues improves the pharmacokinetics and toxicity of active compounds [4,5]. However, trials to deesterify these residues for coupling purposes were unsuccessful. So, we tried herein new approaches for synthesizing heterocyles carrying one or two glycine moieties with free carboxylic acid group to facilitate further peptide linkage [6] on one hand and on the other one could be able to form metal chelates, a property having a significant output on the toxicological behaviour [7]


ChemInform ◽  
2008 ◽  
Vol 39 (21) ◽  
Author(s):  
Carole Soldermann-Pissot ◽  
Ramakrishnan Vallinayagam ◽  
Manuel Tzouros ◽  
Reinhard Neier

2021 ◽  
Vol 66 (9) ◽  
pp. 1390-1395
Author(s):  
A. V. Nelyubin ◽  
N. A. Selivanov ◽  
I. N. Klyukin ◽  
A. Yu. Bykov ◽  
A. P. Zhdanov ◽  
...  

Abstract A new multistage synthesis of the N-borylated dipeptide B12-PheGlyOH has been proposed. The approach is based on the reaction of nucleophilic addition of amino acid derivatives to the [B12H11NCCH3]– anion. The products of each stage have been characterized by multinuclear NMR spectroscopy, IR absorption spectroscopy, and ESI mass spectrometry.


Sign in / Sign up

Export Citation Format

Share Document