Boc-Cpg-OH · DCHA contains a Boc-protected amino acid framework bearing the Cpg side chain, supplied as a dicyclohexylamine (DCHA) salt, which characterizes it as a protected amino acid derivative rather than a free amino acid. The molecule features a Boc carbamate protecting group on the amino functionality and a carboxylic acid group on the α-position, with the Cpg substituent providing the specified side-chain functionality for downstream coupling chemistry. As a protected, salt-form amino acid building block, it is used in stepwise peptide synthesis and related derivative preparation where Boc protection supports chemoselective handling of the amino group during assembly and purification of peptide intermediates.
CAT No: CP26181
CAS No:109183-72-4
Synonyms/Alias:109183-72-4;Boc-L-Cyclopentylglycine;(S)-2-((tert-Butoxycarbonyl)amino)-2-cyclopentylacetic acid;(2S)-2-cyclopentyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid;(2S)-2-{[(tert-butoxy)carbonyl]amino}-2-cyclopentylacetic acid;(S)-[(tert-butoxycarbonyl)amino](cyclopentyl)acetic acid;MFCD00671385;(2S)-2-(((tert-butoxy)carbonyl)amino)-2-cyclopentylacetic acid;WBSJQVRMQOLSAT-VIFPVBQESA-N;BOC-L-GLY(CPENT);SCHEMBL464205;DTXSID40427277;(2S)-[(tert-Butoxycarbonyl)amino](cyclopentyl)ethanoic acid;(S)-2-((tert-Butoxycarbonyl)amino)-2-cyclopentylaceticacid;AKOS015841385;AKOS015920313;CS-W019414;HY-W018628;DS-14990;PD197022;EN300-1071310;(2S)-[(tert-Butoxycarbonyl)amino](cyclopentyl)acetic acid;N-alpha-t-Butyloxycarbonyl-L-cyclopentylglycine dicyclohexylamine;(2S)-cyclopentyl({[(1,1-dimethylethyl)oxy]carbonyl}amino)ethanoic acid;N-alpha-t-Butyloxycarbonyl-L-cyclopentylglycine (Boc-L-Gly(cPent)-OH);102-155-0;
Chemical Name:N-alpha-t-Butyloxycarbonyl-L-cyclopentylglycine dicyclohexylamine
Boc-Cpg-OH · DCHA is a Boc-protected amino acid derivative supplied as a dicyclohexylamine (DCHA) salt, providing a stable, isolable form for peptide and intermediate synthesis workflows. The Boc group is designed for controlled amide bond formation under standard protected amino acid handling conditions, while the C-terminal carboxyl functionality supports downstream coupling to form peptide bonds. This salt form is commonly used to improve practical weighability and handling in synthetic and library-production settings where protected amino acid building blocks are assembled into larger structures.
1. Solid-Phase Peptide Synthesis
Boc-Cpg-OH · DCHA is used as a protected amino acid building block in solid-phase peptide synthesis workflows where Boc-protected residues serve as coupling partners during stepwise chain assembly. Researchers performing custom peptide synthesis and peptide library construction select this material for its compatibility with protected-amino-acid handling and for enabling reliable incorporation of the corresponding residue into peptide sequences. The DCHA salt form supports consistent reagent dosing and reduces practical issues associated with free-acid handling, which is especially relevant in multi-residue workflows and automated or semi-automated peptide manufacturing.
2. Solution-Phase Segment Coupling
Boc-Cpg-OH · DCHA is also applied in solution-phase peptide synthesis and segment condensation strategies, where protected amino acid derivatives are coupled to preformed peptide fragments under controlled conditions. Medicinal chemistry groups and peptide process development teams use this type of Boc-protected building block to access defined peptide intermediates and longer chain constructs without requiring isolation of fully deprotected intermediates at each step. The presence of the Boc protection pattern supports a predictable protection strategy during coupling and subsequent assembly, making the compound useful when iterative fragment coupling is required to build complex peptide architectures.
3. Pharmaceutical Intermediate Development
Boc-Cpg-OH · DCHA is frequently used as an intermediate building block in the preparation of peptide-based pharmaceutical candidates and related research materials, including non-fully assembled precursors and key synthetic fragments. Process chemists and CMC-focused teams value Boc-protected amino acid derivatives for their role in constructing defined stereochemical and functional motifs early in the synthetic route, enabling downstream diversification into peptide conjugates, analog series, and structure-activity relationship (SAR) materials. The isolable salt form helps support practical manufacturing workflows where consistent physical handling of amino acid derivatives is important for reproducible intermediate supply.
4. Peptide Library Synthesis
Boc-Cpg-OH · DCHA is well suited to peptide library synthesis efforts where multiple analogs are generated by varying sequence context around a specific protected residue. Chemical biology and medicinal chemistry laboratories use this building block to generate residue-specific libraries for screening and characterization workflows, relying on the Boc protection to maintain orthogonal control during iterative assembly. The DCHA salt form supports efficient preparation of coupling mixtures and consistent performance across parallel reactions, which is particularly useful for generating multiple peptide variants in a single campaign.
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