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Stereoselective Synthesis of β-Thiolated Aryl Amino Acids

Ping Wang, Mengjie Zheng, Yin Hongli, Siyao Wang

2022Synthesis17 citationsDOI

Abstract

Abstract A variety of β-thiolated aryl amino acids were readily synthesized in moderate to excellent yields via 1,4-addition from a readily-accessible thiazoline precursor, which can be prepared from cysteine methyl ester hydrochloride in just three steps. The thiolated products can be subsequently deprotected within one single step in high yields and used directly for subsequent solid-phase peptide synthesis.

Topics & Concepts

ChemistryArylAmino acidThiazolineStereoselectivityCysteinePeptide synthesisHydrochlorideCombinatorial chemistryYield (engineering)PeptideSolid-phase synthesisOrganic chemistryCatalysisBiochemistryMetallurgyEnzymeMaterials scienceAlkylChemical Synthesis and AnalysisSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions
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