L-Aspartic acid dibenzyl ester 4-toluenesulfonate salt
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L-Aspartic acid dibenzyl ester 4-toluenesulfonate salt

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L-Aspartic acid dibenzyl ester p-toluenesulfonate salt is used in the preparation of Betulinic acid derivatives that show inhibition towards HIV. It is also used in the preparation of piperidine functional amides which act as potent and highly selective human β3 agonists.

Category
L-Amino Acids
Catalog number
BAT-003937
CAS number
2886-33-1
Molecular Formula
C18H19NO4·C7H8O3S
Molecular Weight
485.60
L-Aspartic acid dibenzyl ester 4-toluenesulfonate salt
IUPAC Name
dibenzyl (2S)-2-aminobutanedioate;4-methylbenzenesulfonic acid
Synonyms
L-Asp(OBzl)-OBzl TosOH; L-aspartic acid dibenzyl ester p-toluenesulfonate salt; H-Asp(OBzl)-OBzl Tos-OH; 1,4-Dibenzyl L-Aspartate p-Toluenesulfonate; L-Aspartic Acid 1,4-Dibenzyl Ester p-Toluenesulfonate
Appearance
White to off-white powder
Purity
≥ 99% (HPLC)
Melting Point
150-160 °C
Boiling Point
455.3 °C at 760 mmHg
Storage
Store at 2-8 °C
InChI
InChI=1S/C18H19NO4.C7H8O3S/c19-16(18(21)23-13-15-9-5-2-6-10-15)11-17(20)22-12-14-7-3-1-4-8-14;1-6-2-4-7(5-3-6)11(8,9)10/h1-10,16H,11-13,19H2;2-5H,1H3,(H,8,9,10)/t16-;/m0./s1
InChI Key
HLMUYZYLPUHSNV-NTISSMGPSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)O.C1=CC=C(C=C1)COC(=O)CC(C(=O)OCC2=CC=CC=C2)N

L-Aspartic acid dibenzyl ester 4-toluenesulfonate salt, a versatile compound utilized in a myriad of biochemical research and industrial settings, boasts a broad range of applications.

Peptide Synthesis: Embraced in peptide synthesis, L-Aspartic acid dibenzyl ester 4-toluenesulfonate salt serves as a prevalent protected amino acid derivative. By employing safeguarding groups like dibenzyl esters, researchers forestall undesired reactions throughout the synthesis process. This precision allows for the meticulous construction of peptides, crucial for delving into protein function intricacies and forging therapeutic modalities.

Chemical Research: Within the realm of organic chemistry research, this compound emerges as a pivotal intermediate in crafting more intricate molecules. Research chemists harness L-Aspartic acid dibenzyl ester 4-toluenesulfonate salt to investigate innovative reactions and generate novel chemical entities.

Pharmaceutical Development: L-Aspartic acid dibenzyl ester 4-toluenesulfonate salt plays a pivotal role in advancing pharmaceutical compounds. Serving as a foundational element for synthesizing drug candidates, particularly those targeting specific enzymes and receptors, it propels the creation of pioneering therapies for diverse maladies. This synthesis aids in ushering novel therapeutic options into the realm of medical solutions.

Biotechnology: In the dynamic biotechnology domain, L-Aspartic acid dibenzyl ester 4-toluenesulfonate salt takes center stage in crafting modified proteins and enzymes. By integrating this compound into genetic engineering protocols, researchers craft proteins endowed with heightened stability or altered functionalities. These engineered proteins find utility in industrial biocatalysis and the production of therapeutic proteins, charting new horizons for biotechnological applications.

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