Allyloxycarbonyl-D-Phenylalanine dicyclohexylamine salt is a protected amino acid derivative in which the phenylalanine α-amino group and carboxyl functionality are present as a salt form, with the amino acid bearing an allyloxycarbonyl (Alloc) protecting group on the nitrogen. The molecule contains a D-phenylalanine stereochemical configuration as specified by the name, a benzyl side chain that provides hydrophobic character, and the carboxylate is counterbalanced by dicyclohexylamine to form the salt, while the Alloc group provides orthogonal protection that can be removed under conditions compatible with peptide synthesis workflows. This compound is used as a stepwise building block for peptide synthesis and related amino acid derivatization strategies, where the protected amine and controlled ionization state support chemoselective coupling and downstream conversion to more complex peptide or amino acid derivatives.
CAT No: CP01606
Allyloxycarbonyl-D-Phenylalanine dicyclohexylamine salt is a D-configured phenylalanine derivative bearing an allyloxycarbonyl (Alloc) protecting group on the amino functionality, supplied as a dicyclohexylamine salt to support handling and incorporation in peptide-building workflows. The phenyl side chain provides the hydrophobic, aromatic character commonly used for structure-property studies and peptide assembly, while the Alloc protection strategy is frequently selected when orthogonal deprotection and downstream functionalization of the peptide backbone are required.
1. Orthogonal Peptide Synthesis
Allyloxycarbonyl-D-Phenylalanine dicyclohexylamine salt is used as a protected amino acid building block for peptide synthesis workflows that benefit from orthogonal protecting-group logic. Peptide chemists select the Alloc-protected D-phenylalanine unit when assembling D-amino-acid-containing peptides for stability-focused designs, conformational studies, or backbone stereochemical control. The dicyclohexylamine salt form improves practical reagent handling in automated or semi-automated peptide synthesis setups, where consistent weighing, dissolution, and coupling performance are important for reproducible library production.
2. D-Amino-Acid Peptide Libraries
Allyloxycarbonyl-D-Phenylalanine dicyclohexylamine salt supports the construction of stereochemically defined peptide libraries used in chemical biology and medicinal chemistry research. Researchers incorporate D-phenylalanine residues to probe how backbone stereochemistry and aromatic side-chain placement affect peptide conformation, proteolytic stability trends in assay systems, and structure-activity relationships. The Alloc-protected amino group enables controlled progression of peptide assembly steps, allowing chemists to manage selective deprotection events during iterative synthesis and to prepare analog sets where the D-configuration is a key variable.
3. Pharmaceutical Intermediate Development
Allyloxycarbonyl-D-Phenylalanine dicyclohexylamine salt is also applied as an intermediate for producing D-phenylalanine-derived fragments used in downstream medicinal chemistry programs. Synthetic teams use this protected amino acid to prepare defined peptide-like intermediates, such as protected D-amino-acid segments that can be carried forward into larger coupling sequences or converted into other functionalized building blocks. The combination of a protected amino group and an aromatic side chain makes it a practical starting material for assembling stereochemically consistent intermediates where maintaining the D-configuration and protecting-group integrity through multi-step synthesis is essential.
4. Solid-Phase Coupling Building Block
Allyloxycarbonyl-D-Phenylalanine dicyclohexylamine salt is employed in solid-phase peptide synthesis as a coupling reagent component when the target sequence includes a D-phenylalanine residue under an Alloc-protection scheme. Peptide manufacturers and research groups use it to introduce aromatic, hydrophobic character at defined positions while preserving the protected amino functionality for controlled sequence assembly. This reagent format is particularly useful for workflows that require reliable incorporation of protected amino acids during resin-bound chain elongation and for preparing peptide intermediates that will undergo subsequent, selective deprotection and functionalization steps.
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