Fmoc-3-Iodo-Ala-OtBu (CAS 282734-33-2) is a protected iodo-substituted amino-acid derivative containing an Fmoc-protected amino group, a tert-butyl-protected carboxyl group, and a side-chain alkyl iodide.

It is used as a specialized synthetic building block where the iodinated side chain provides a defined functional handle for downstream transformations. Reaction planning should account for alkyl-iodide stability, stereochemical integrity, and compatibility with the Fmoc and tert-butyl protecting groups.

Product Information

Structure and Protection Pattern

N-Fmoc-3-Iodo-L-alanine tert-butyl ester is a protected iodoalanine derivative containing an Fmoc-protected amino group and a tert-butyl-protected carboxyl group. The iodine substituent is located on the amino-acid side chain rather than on an aromatic ring.

Synthetic Considerations

Synthetic planning should focus on the reactivity and stability of the alkyl iodide, preservation of stereochemical integrity, and compatibility with the Fmoc and tert-butyl protecting groups. Aromatic-iodide cross-coupling behavior should not be assumed for this compound.

Selection Considerations

Verify substitution position and stereochemistry before ordering. Positional isomers with the same elemental composition can have materially different synthetic and biological behavior.

Compare neighboring reagents in our noncanonical amino acids. Full-sequence work is covered under protected peptide building blocks.

Product Documents

MSDS - Fmoc-3-Iodo-Ala-OtBu (AS4262)

The Safety Data Sheet provides product identification, hazard information, handling and storage guidance, exposure controls, transport information, and regulatory information for laboratory use.

Certificates of Analysis (COAs) are batch-specific. Please contact us to request the COA for your product, and we will provide it by email.

Frequently Asked Questions

Why does the exact derivative matter?

Fmoc-3-Iodo-Ala-OtBu is selected for its defined functional groups and protection pattern; related forms can require different coupling or deprotection conditions.

Can a close analog replace Fmoc-3-Iodo-Ala-OtBu?

Not safely by name alone. For Fmoc-3-Iodo-Ala-OtBu, compare stereochemistry, protecting groups, salt/ester form and the intended downstream transformation.

What should procurement verify?

Match the product to CAS 282734-33-2 and the lot-specific COA rather than relying only on a shorthand chemical name.

Research Use Only.