H-β-Ala-OBzl·TosOH is β-alanine benzyl ester p-toluenesulfonate, a protected β-amino-acid intermediate in which the carboxyl group is masked as a benzyl ester while the amino group is supplied as the p-toluenesulfonate salt. The compound is useful when β-alanine must be carried through a multistep route with the carboxyl terminus temporarily protected.

Because β-alanine is achiral, the main selection issue is not stereochemistry but protection state. The OBzl group provides a hydrogenolysis-compatible carboxyl protecting group, while the tosylate salt provides an isolable form of the amino-containing intermediate.

Product Information

Protection Map and Synthetic Role

The benzyl ester blocks the β-alanine carboxyl group during reactions at the amino terminus or at other functional groups introduced later in a route. Benzyl esters are commonly selected when a route can accommodate hydrogenolytic deprotection and when acid/base conditions used elsewhere should leave the protected carboxyl group intact.

This protection pattern differs from N-protected β-alanine building blocks used directly in routine SPPS. Researchers comparing route-specific materials can also review specialty peptide building blocks for alternative protection states.

Why the Tosylate Salt Matters

The p-toluenesulfonate component represents the protonated amino salt rather than a permanent covalent modification of β-alanine. In downstream synthesis, reaction conditions should account for the salt form when calculating base equivalents and activation conditions.

For procurement, the exact CAS number and full salt identity are important because free β-alanine, benzyl β-alaninate, and other counterion salts are distinct materials even when their shorthand names look similar.

Route-Selection Considerations

This intermediate is most useful in solution-phase or hybrid routes that need a protected β-amino-acid carboxyl group and a recoverable amino function. It is not a drop-in replacement for an Fmoc-protected β-alanine used for standard Fmoc-SPPS.

For projects that combine noncanonical residues with full peptide assembly, sequence-specific synthesis planning can be used to evaluate protection compatibility across the complete route.

Product Documents

MSDS - H-β-Ala-OBzl·TosOH (AS2007)

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

What does OBzl mean in H-β-Ala-OBzl·TosOH?

OBzl denotes a benzyl ester on the β-alanine carboxyl group. It is a temporary carboxyl protecting group.

Is the tosylate group covalently attached to β-alanine?

No. TosOH indicates the p-toluenesulfonate counterion of the amino salt.

Is this product chiral?

β-Alanine itself is achiral, so this protected salt does not introduce an amino-acid stereocenter.

Research Use Only.