TCI
Ethyl 3-Amino-3-methylbutyrate Hydrochloride TCI E0809
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Description
Ethyl 3-Amino-3-methylbutyrate Hydrochloride is the hydrochloride salt of the ethyl ester of a beta-amino acid, in which the amino group sits on the third carbon — a carbon that simultaneously carries two methyl substituents. This gem-dimethyl arrangement at the amine-bearing carbon is what gives the compound its distinctive character. As a non-heterocyclic building block, the material is widely used in organic synthesis and medicinal chemistry laboratories to insert a branched beta-amino acid unit into the framework of a target molecule, whether in the construction of beta-peptides, beta-lactams, or a range of nitrogen heterocyclic rings.
The property that makes this material a preferred choice is its hydrochloride salt form, which is considerably more stable and easier to handle than the corresponding free base. The protonated amine does not readily attack the ester group intramolecularly, so the risk of cyclisation or polymerisation during storage remains low, and the material presents as a solid that is practical to weigh out. When the reactive amine is required, the free base can be regenerated simply by adding base. The steric hindrance contributed by the two methyl groups surrounding the amine also exerts a useful conformational influence, for example in the design of peptidomimetics.
In Indonesian laboratories, this building block is typically drawn on by university research groups, medicinal chemistry programmes, and industrial R&D units carrying out multi-step organic synthesis. Because it arrives as a stable, easily weighed hydrochloride salt, it suits work benches where reagents may be stored for extended periods between synthetic campaigns and where glovebox-free handling is the norm. Its role is that of a scaffold intermediate rather than an end product.
Laboratory Applications
- Beta-peptide synthesis — the branched beta-amino acid unit is incorporated into peptide backbones, while the salt form keeps the amine protected against premature intramolecular reaction with the ester during coupling preparation.
- Beta-lactam construction — the compound supplies the beta-amino ester motif needed to close four-membered nitrogen rings, with the gem-dimethyl carbon influencing ring geometry and the conformational outcome.
- Nitrogen heterocycle formation — after liberation of the free amine with base, the amino ester can cyclise or condense to build various nitrogen-containing rings on target molecular frameworks.
- Peptidomimetic design — the steric hindrance from the two methyl groups adjacent to the amine imposes conformational restriction, a property medicinal chemists exploit when rigidifying peptide-like candidate structures.
- General medicinal chemistry scaffold work — the material serves as a non-heterocyclic building block for inserting branched beta-amino acid fragments into lead compounds during multi-step synthetic route development.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS Number: 85532-40-7
- Catalogue Code: E0809
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Physical Form: solid, supplied as the hydrochloride salt
- Pack Sizes: available in standard TCI research-scale packaging; please confirm the currently offered sizes when ordering
- Storage: keep in a tightly closed container in a cool, dry place
Handling and Storage
Store the material in a cool, dry place inside a tightly closed original container, protected from moisture and kept away from strong bases, which would liberate the free amine. Amber glass or the supplier's original bottle is suitable; transfer with a clean, dry spatula and reseal promptly, since hygroscopic uptake complicates accurate weighing. Handle in a fume hood or a well-ventilated area, wearing safety glasses, gloves, and a laboratory coat, and avoid generating dust during weighing. Consult the manufacturer's Safety Data Sheet before first use and follow institutional waste-disposal procedures for chemical residues.
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