L-Aspartic acid β-benzyl ester α-tert-butyl ester hydrochloride
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L-Aspartic acid β-benzyl ester α-tert-butyl ester hydrochloride

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Category
L-Amino Acids
Catalog number
BAT-004118
CAS number
94347-11-2
Molecular Formula
C15H21NO5·HCl
Molecular Weight
331.83
L-Aspartic acid β-benzyl ester α-tert-butyl ester hydrochloride
IUPAC Name
4-O-benzyl 1-O-tert-butyl (2S)-2-aminobutanedioate;hydrochloride
Synonyms
L-Asp(OBzl)-OtBu HCl; 4-benzyl 1-t-butyl L-aspartate; (S)-4-Benzyl 1-tert-butyl 2-aminosuccinate hydrochloride; 4-Benzyl 1-(2-methyl-2-propanyl) L-aspartate hydrochloride; (2S)-4-benzyl 1-tert-butyl aspartate; tert-butyl benzyl aspartate
Appearance
White to off-white solid
Purity
≥ 99% (HPLC)
Density
1.122±0.06 g/cm3
Melting Point
109-119 °C
Boiling Point
381.3±32.0 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C15H21NO4.ClH/c1-15(2,3)20-14(18)12(16)9-13(17)19-10-11-7-5-4-6-8-11;/h4-8,12H,9-10,16H2,1-3H3;1H/t12-;/m0./s1
InChI Key
YSDLFDMXCRFHTQ-YDALLXLXSA-N
Canonical SMILES
CC(C)(C)OC(=O)C(CC(=O)OCC1=CC=CC=C1)N.Cl

L-Aspartic acid β-benzyl ester α-tert-butyl ester hydrochloride is a chemical compound with various applications in bioscience and pharmaceutical research. Here are some key applications of L-Aspartic acid β-benzyl ester α-tert-butyl ester hydrochloride:

Peptide Synthesis: L-Aspartic acid β-benzyl ester α-tert-butyl ester hydrochloride is commonly used as a building block in the synthesis of peptides. It serves as a protected form of L-aspartic acid, allowing for specific and controlled reactions during peptide coupling. This ensures the production of high-purity peptides for therapeutic and research purposes.

Pharmaceutical Development: In drug development, L-Aspartic acid β-benzyl ester α-tert-butyl ester hydrochloride is utilized in the synthesis of pharmaceutically active compounds. Its specific ester groups protect reactive sites during various chemical reactions, enabling the creation of complex drug molecules. This aids in the formulation of new medications with improved efficacy and stability.

Enzyme Inhibition Studies: Researchers use L-Aspartic acid β-benzyl ester α-tert-butyl ester hydrochloride to study enzyme-substrate interactions and inhibitor design. By incorporating this compound into substrates or inhibitors, scientists can evaluate the effect of structural changes on enzyme activity. This knowledge is crucial for developing potent enzyme inhibitors for therapeutic applications.

Medicinal Chemistry: L-Aspartic acid β-benzyl ester α-tert-butyl ester hydrochloride is pivotal in medicinal chemistry for generating derivatives with specialized functions. Its versatile ester groups can be modified to explore various pharmacological properties, helping researchers optimize lead compounds. This contributes to the discovery and refinement of new drugs.

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