Synthesis of β3‐Aryl‐Alaninyl Derivatives by sp3 C‐H Activation with Pd(OAc)2 Catalyst/Pivalic Acid in DCE and Their Structural Studies in Solid State.

Autor:	Mohanlal, Smitha, Sharma, Nagendra K.
Předmět:	CONJUGATE addition reactions FORMIC acid ACID derivatives CATALYSTS ACIDS NATURAL products
Zdroj:	ChemistrySelect; 6/28/2019, Vol. 4 Issue 24, p7058-7066, 9p
Abstrakt:	Aryl‐β‐amino acid derivatives are structural constituents of various bioactive natural products, and their peptides have unique folding features for the formation of secondary structure. The substituted β3‐amino acids are mostly prepared from α‐amino acid by Arndt‐Eistert homologation of α‐amino acids, conjugate addition and Mannich reactions synthetic methods. Now sp3 C−H activation is an emerging elegant synthetic method, and employed for the syntheses of various β‐substituted α‐amino acids using Pd(OAc)2 catalyst. This report describes the regioselctive mono arylation of β‐alanine at β3‐postion (adjacent to N‐atom) by sp3 C−H activation methods using Pd(OAc)2 catalyst. Further β3‐phenyl alanine is coupled with α‐(2 S)‐phenyl alanine derivative which produced diasteriomeric hybrid di‐/tri‐peptides. These diastereisomers are purified into optically pure hybrid di‐/tri‐peptides by HPLC. We have explored the role of β3‐phenyl alanine residues in the formation of peptide based supramolecular self‐assembly structures. Hence β3‐aryl alanine and their peptides could be applied for construction of diverse peptidomimics. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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