L-Aspartic acid α-t-butyl ester β-methyl ester hydrochloride
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L-Aspartic acid α-t-butyl ester β-methyl ester hydrochloride

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Category
β−Amino Acids
Catalog number
BAT-005857
CAS number
34582-30-4
Molecular Formula
C9H18ClNO4
Molecular Weight
239.70
L-Aspartic acid α-t-butyl ester β-methyl ester hydrochloride
IUPAC Name
1-O-tert-butyl 4-O-methyl (2S)-2-aminobutanedioate;hydrochloride
Synonyms
H-Asp(OMe)-OtBu HCl
InChI
InChI=1S/C9H17NO4.ClH/c1-9(2,3)14-8(12)6(10)5-7(11)13-4;/h6H,5,10H2,1-4H3;1H/t6-;/m0./s1
InChI Key
FGBVDHWVRGDHRV-RGMNGODLSA-N
Canonical SMILES
CC(C)(C)OC(=O)C(CC(=O)OC)N.Cl

L-Aspartic acid α-t-butyl ester β-methyl ester hydrochloride, commonly referred to in chemical circles as a specialized derivative of aspartic acid, is a compound of significant interest due to its distinct structural features and versatile applications. As a derivative of aspartic acid, a non-essential amino acid involved in various biochemical processes, this compound is synthesized by modifying the carboxyl groups through esterification, leading to the formation of its α-t-butyl and β-methyl ester functionalities. These modifications impart unique solubility and reactivity properties to the compound, thereby enhancing its usability in diverse scientific and industrial domains. Moreover, the presence of the hydrochloride group contributes to its enhanced stability and shelf life, making it a valuable reagent in various experimental setups.

One of the primary applications of L-Aspartic acid α-t-butyl ester β-methyl ester hydrochloride is in the field of peptide synthesis. This compound serves as a crucial building block in the synthesis of peptides, which are essential for research in biochemistry and pharmacology. Its ester groups provide protection to the amino acid during the synthesis, preventing unwanted side reactions and ensuring that the peptide chain grows in a controlled manner. As peptides play integral roles in cellular functions and as therapeutic agents, the stability and efficacy of this compound in peptide synthesis are invaluable, facilitating the production of peptides with high purity and yield.

In addition to peptide synthesis, this compound finds significant applications in pharmaceutical research, particularly in drug formulation and delivery. The presence of the ester groups allows this compound to act as a prodrug, where it can be metabolized into its active form within the body. Such prodrugs enhance the bioavailability and controlled release of active pharmaceutical ingredients, allowing for more effective treatments with improved patient compliance. Researchers in drug design often utilize this compound’s unique properties to develop novel therapeutic agents that can precisely target specific physiological pathways.

Moreover, L-Aspartic acid α-t-butyl ester β-methyl ester hydrochloride is instrumental in the agrochemical sector. Here, it is used in the synthesis of plant growth regulators and pesticides. The compound’s structural specificity and stability make it an ideal candidate for developing environmentally friendly agrochemicals that can improve crop yields while minimizing ecological impact. By serving as a precursor in the synthesis of these agrochemicals, it contributes to sustainable agricultural practices and food security initiatives.

Finally, this compound is also employed in material science, especially in the development of biodegradable polymers. The ester functionalities allow it to be incorporated into polymer backbones, resulting in materials that degrade under specific environmental conditions. These biodegradable polymers hold promise in reducing plastic waste and pollution, offering environmentally responsible solutions in packaging, agriculture, and medical applications. The adaptability of L-Aspartic acid α-t-butyl ester β-methyl ester hydrochloride in polymer science underscores its potential in fostering sustainable technologies.

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