Boc-(S)-3-amino-3-(3-hydroxyphenyl)propionic acid is a Boc-protected β-amino acid bearing a meta-hydroxyphenyl substituent.

The residue combines a phenolic aromatic side chain with a β-amino-acid backbone, allowing aromatic polarity and backbone homologation to be varied together.

Product Information

Application Scope in β-Amino-Acid SAR

This scaffold is useful in peptidomimetic programs exploring phenolic recognition, backbone extension and protease stability. The meta-hydroxyl provides a different hydrogen-bonding geometry from Tyr-like para-phenols.

Phenol Reactivity and Protection Planning

The product name indicates a free phenolic OH. If the route contains aggressive acylation or requires selective O-functionalization later, an additional protection strategy may be appropriate.

Procurement and QC

Confirm CAS 499995-79-8, C14H19NO5, MW 281.30 g/mol and S configuration. Mass does not distinguish the R/S pair.

For matched β-amino-acid stereoisomers, Alan Scientific can provide custom peptidomimetic synthesis.

Product Documents

A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.

Boc-(S)-3-amino-3-(3-hydroxyphenyl)propionic acid MSDS

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

Is this an α-amino acid?

No, it is a β-amino-acid derivative.

Where is the phenolic OH?

At the 3-position of the aromatic ring.

Can LC-MS prove S configuration?

No.

Related Technical Resources

Read about noncanonical peptide chemistry

Research Use Only.