53623-78-2

Usage

Uses

Used in Medicinal Chemistry:
(2S)-4-METHYL-2-(1H-PYRROL-1-YL)PENTANOIC ACID is used as a chiral compound for its potential pharmacological properties. Its unique structure allows it to interact with biological systems, making it a promising candidate for drug development.
Used in Drug Development:
(2S)-4-METHYL-2-(1H-PYRROL-1-YL)PENTANOIC ACID is used as a chemical compound in drug development due to its ability to potentially exhibit biological activity. Its pyrrole ring and pentanoic acid moiety provide opportunities for further research and exploration of its applications in creating new medications.

Upstream product

• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 2743-60-4 L-Leucine ethyl ester 
• 61-90-5 L-leucine 

Relevant academic research and scientific papers

Synthesis of Chiral Pyrazoles: A 1,3-Dipolar Cycloaddition/[1,5] Sigmatropic Rearrangement with Stereoretentive Migration of a Stereogenic Group

The reactions between terminal alkynes and α-chiral tosylhydrazones lead to the obtention of chiral pyrazoles with a stereogenic group directly attached at a nitrogen atom. The cascade reaction includes decomposition of the hydrazone into a diazocompound, 1,3-dipolar cycloaddition of the diazo compound with the alkyne, and [1,5] sigmatropic rearrangement with migration of the stereogenic group. This strategy has been successfully applied to the synthesis of structurally diverse chiral pyrazoles through α-chiral tosylhydrazones, obtained from α-phenylpropionic acid, α-amino acids, and 2-methoxycyclohexanone. Notably, the stereoretention of the [1,5] sigmatropic rearrangements represent very rare examples of this stereospecific transformation.

Friedel-Crafts alkylation of natural amino acid-derived pyrroles with CF3-substituted cyclic imines

Natural amino acid-derived ethyl 2-(1-pyrrolyl)alkanoates react with 2-trifluoromethyl-1-azacycloalkenes selectivity at the β-position of the pyrrole moiety to afford ethyl 2-[3-(1-trifluoromethyl-2-azacycloalkyl)pyrrol-1- yl]alkanoates.

2-(1H-pyrrolyl)carboxylic acids as pigment precursors in garlic greening

Six model compounds having a 2-(1H-pyrrolyl)carboxylic acid moiety and a hydrophobic R group were synthesized to study their effects on garlic greening, the structures of which are similar to that of 2-(3,4-dimethyl-1H-pyrrolyl)-3- methylbutanoic acid (PP

Peptide Synthesis Using the Pyrrole Ring as an Amino Protecting Group

The utility of a pyrrole ring as an amino protecting group for amino acids in peptide synthesis has been studied.The N-termini of various amino acids (1) were protected with a pyrrole ring by treatment with 2,5-dimethoxytetrahydrofuran (10) to give 2-substituted 2-(1-pyrrolyl)acetic acids (11).The peptide bond between (11) and amino acid methyl ester (2) was formed using N,N'-dicyclohexylcarbodiimide, and the pyrrole ring was cleaved by ozonolysis and hydrolysis without the cleavage of a peptide bond to give the corresponding dipeptide compounds (26) in good yields.