Boc-3-(2-Furyl)-L-alanine dicyclohexylamine salt is a protected amino acid derivative in which the amino group is masked as a Boc (tert-butoxycarbonyl) carbamate and the side chain bears a 2-furyl substituent at the 3-position, corresponding to a substituted alanine framework. The molecule contains a carboxylic acid functionality and an L-stereocenter as indicated by the product name, while the dicyclohexylamine counterion forms a salt form that can influence solubility and handling of the free acid. In peptide chemistry and related synthesis, this protected, side-chain-functionalized amino acid salt is used as a precursor for assembling substituted peptide structures where the Boc group provides chemoselective control of the amino functionality during stepwise coupling and the furyl side chain provides a heteroaromatic handle for structure-activity studies or downstream derivatization.
CAT No: CP21704
Boc-3-(2-Furyl)-L-alanine dicyclohexylamine salt is a protected, alanine-derived amino acid building block bearing a Boc-protecting group on the alpha-amino functionality and a 2-furyl substituent at the side chain. This furan-containing, stereodefined intermediate is supplied as a dicyclohexylamine salt, which is commonly selected to improve handling and solid-state properties during peptide-manufacturing workflows. The combination of a protected amino acid backbone and a heteroaromatic side chain makes it a practical reagent for assembling furan-functionalized peptide segments and related medicinal chemistry intermediates where heteroaryl incorporation is required.
1. Furan-Containing Peptide Synthesis
Boc-3-(2-Furyl)-L-alanine dicyclohexylamine salt is used by peptide chemists to introduce a 2-furyl side chain into peptides during custom peptide synthesis and segment coupling. The Boc-protected alpha-amino group supports standard peptide assembly strategies, while the furan ring provides a heteroaromatic handle that can influence local conformation, polarity, and downstream derivatization options in peptide libraries. Researchers developing structure-activity relationship (SAR) series for peptidomimetic leads frequently rely on this building block to generate analogs that differ specifically at the side-chain heteroaryl motif, enabling targeted evaluation of how aromatic heterocycles affect potency-relevant physicochemical behavior in non-clinical screening campaigns.
2. Medicinal Chemistry Intermediate Building Block
Boc-3-(2-Furyl)-L-alanine dicyclohexylamine salt is also positioned as a pharmaceutical intermediate for heteroaryl-containing small-molecule and peptidomimetic synthesis programs. The protected amino acid framework allows controlled downstream conversion into amide, ester, or other nitrogen-containing fragments, while the 2-furyl side chain serves as a chemically informative motif for medicinal chemistry exploration. Process and R&D chemists use this reagent when a stereodefined alanine-derived unit bearing a furan substituent is needed as a modular precursor, for example to construct amino-acid-derived scaffolds used in lead optimization and analog generation.
3. Heteroaryl Side-Chain SAR Libraries
Boc-3-(2-Furyl)-L-alanine dicyclohexylamine salt is frequently selected for building SAR libraries that systematically vary heteroaryl amino acid content within peptide-like structures. The defined L-configuration and the presence of a furan-bearing side chain enable reproducible incorporation of this specific aromatic heterocycle across parallel synthesis workflows, which is valuable when comparing series where changes at the side chain are the primary variable. Chemical biology and medicinal chemistry teams use such libraries to map how heteroaromatic substitution patterns affect properties relevant to assay performance, including solubility trends, conformational preferences, and chemical stability under typical handling and analytical conditions.
4. Solid-Phase Compatible Handling
Boc-3-(2-Furyl)-L-alanine dicyclohexylamine salt is commonly used in peptide manufacturing contexts where stable, weighable protected amino acid forms are advantageous for routine reagent handling and inventory control. The dicyclohexylamine salt form supports practical workflow management for researchers and custom synthesis providers who need consistent physical behavior during storage, weighing, and coupling setup. This makes the building block a convenient choice when producing furan-functionalized peptide intermediates at scale for iterative chemistry cycles, including library synthesis and repeatable preparation of defined heteroaryl-containing peptide segments for downstream characterization.
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