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N-Cbz-4-methyl-l-phenylalanine (CAS 49759-58-2) belongs to the protected amino-acid / peptidomimetic building block class. It is used in peptide, peptidomimetic and medicinal-chemistry synthesis, particularly where a methyl-substituted aromatic side chain for steric and hydrophobic SAR exploration is required.
Use when the target structure specifically requires this residue or protection pattern; confirm stereochemistry and deprotection compatibility before substituting it into an established route. For reproducible work, confirm identity and protection state against the COA before transferring conditions from a related analog.
Product Information
| Product Name | N-Cbz-4-methyl-l-phenylalanine |
| Catalog No. | AS4274 |
| CAS No. | 49759-58-2 |
| Molecular Formula | C18H19NO4 |
| Molecular Weight | 313.35 g/mol |
| Compound Type | Protected amino-acid / peptidomimetic building block |
| Primary Research Use | Peptide, peptidomimetic and medicinal-chemistry synthesis |
Why This Building Block Is Distinct
The defining feature of N-Cbz-4-methyl-l-phenylalanine is a methyl-substituted aromatic side chain for steric and hydrophobic SAR exploration. That feature can change hydrophobic packing, conformational preference, side-chain reactivity or the route available for later derivatization.
Coupling and Deprotection Fit
Compatibility should be assessed against the full sequence and protection map. A chemically correct residue can still be a poor substitution if its protecting group is removed by conditions required elsewhere in the synthesis.
Compare neighboring reagents in our noncanonical amino acids. Full-sequence work is covered under protected peptide building blocks.
Product Documents
MSDS - N-Cbz-4-methyl-l-phenylalanine (AS4274)
The Safety Data Sheet provides product identification, hazard information, handling and storage guidance, exposure controls, transport information, and regulatory information for laboratory use.
Frequently Asked Questions
Why does the exact derivative matter?
N-Cbz-4-methyl-l-phenylalanine is selected for its defined functional groups and protection pattern; related forms can require different coupling or deprotection conditions.
Can a close analog replace N-Cbz-4-methyl-l-phenylalanine?
Not safely by name alone. For N-Cbz-4-methyl-l-phenylalanine, compare stereochemistry, protecting groups, salt/ester form and the intended downstream transformation.
What should procurement verify?
Match the product to CAS 49759-58-2 and the lot-specific COA rather than relying only on a shorthand chemical name.