123228-27-3Relevant academic research and scientific papers
Stereochemical aspects in the synthesis of novel N-(purin-6-yl)dipeptides as potential antimycobacterial agents
Musiyak, Vera V.,Nizova, Irina A.,Chulakov, Evgeny N.,Sadretdinova, Liliya Sh.,Tumashov, Andrey A.,Levit, Galina L.,Krasnov, Victor P.
, p. 407 - 415 (2021/02/26)
The synthesis of purine conjugates with natural amino acids is one of the promising directions in search for novel therapeutic agents, including antimycobacterial agents. The purpose of this study was to synthesize N-(purin-6-yl)dipeptides containing the
α-N-Protected dipeptide acids: A simple and efficient synthesis via the easily accessible mixed anhydride method using free amino acids in DMSO and tetrabutylammonium hydroxide
Verardo,Gorassini
, p. 315 - 324 (2013/06/05)
The importance of dipeptides both in medicinal and pharmacological fields is well documented and many efforts have been made to find simple and efficient methods for their synthesis. For this reason, we have investigated the synthesis of α-N-protected dipeptide acids by reacting the easily accessible mixed anhydride of α-N-protected amino acids with free amino acids under different reaction conditions. The combination of TBA-OH and DMSO has been found to be the best to overcome the low solubility of amino acids in organic solvents. Under these experimental conditions, the homogeneous phase condensation reaction occurs rapidly and without detectable epimerization. The present method is also applicable to side-chain unprotected Tyr, Trp, Glu, and Asp but not Lys. This latter residue is able to engage two molecules of mixed anhydride giving the corresponding isotripeptide. Moreover, the applicability of this protocol for the synthesis of tri- and tetrapeptides has been tested. This approach reduces the need for protecting groups, is cost effective, scalable, and yields dipeptide acids that can be used as building blocks in the synthesis of larger peptides.
CLEAVAGE OF PEPTIDE TO SPARROW-RESIN BOND BY CATALYTIC TRANSFER HYDROGENOLYSIS WITH 1,4-CYCLOHEXADIENE
Colombo, Roberto
, p. 1119 - 1122 (2007/10/02)
Cleavage of benzyl ester-type linkage to the Sparrow modified polystyrene support was attempted with the aid of catalytic transfer hydrogenation using 1,4-cyclohexadiene and palladium black, and satisfactory yields were obtained.This will provide an alternatively efficient and mild method for the final deblocking step during improved solid phase peptide synthesis.
