β-Cyclohexyl-L-alanine benzyl ester p-toluenesulfonate
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β-Cyclohexyl-L-alanine benzyl ester p-toluenesulfonate

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Category
L-Amino Acids
Catalog number
BAT-007534
CAS number
139397-46-9
Molecular Formula
C23H31NO5S
Molecular Weight
433.57
β-Cyclohexyl-L-alanine benzyl ester p-toluenesulfonate
IUPAC Name
benzyl 2-amino-3-cyclohexylpropanoate;4-methylbenzenesulfonic acid
Synonyms
beta-cyclohexyl-l-alanine benzyl ester p-toluenesulfonate; Benzyl (2S)-2-amino-3-cyclohexylpropanoate;4-methylbenzenesulfonic acid
Appearance
Powder
Purity
97%
InChI
InChI=1S/C16H23NO2.C7H8O3S/c17-15(11-13-7-3-1-4-8-13)16(18)19-12-14-9-5-2-6-10-14;1-6-2-4-7(5-3-6)11(8,9)10/h2,5-6,9-10,13,15H,1,3-4,7-8,11-12,17H2;2-5H,1H3,(H,8,9,10)
InChI Key
UBMOHBTVHRTJCL-UHFFFAOYSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)O.C1CCC(CC1)CC(C(=O)OCC2=CC=CC=C2)N

β-Cyclohexyl-L-alanine benzyl ester p-toluenesulfonate, a specialized chemical compound with a myriad of applications in pharmaceutical and organic chemistry, encompasses a multitude of functionalities. Here are the key applications, narrated with a high degree of perplexity and burstiness:

Peptide Synthesis: Serving as a foundational element in the complex orchestration of peptides, β-Cyclohexyl-L-alanine benzyl ester p-toluenesulfonate assumes a crucial role in this delicate process. Its structural peculiarity enables the meticulous construction of peptides imbued with specific functionalities and characteristics. This compound emerges as an invaluable asset in the realm of peptide-based drug development and profound biomolecular exploration.

Prodrug Development: Embracing the realm of sophisticated pharmacology, this compound finds its purpose in prodrug design, serving as a precursor that transforms into an active pharmaceutical entity post-metabolic processing. The ester linkage provides controlled release and targeted delivery of active therapeutic agents, significantly enhancing drug bioavailability and stability. This strategic approach elevates the therapeutic potential and efficacy of pharmaceutical agents.

Chiral Catalyst: Standing proudly as a stalwart chiral auxiliary or catalyst in the domain of asymmetric synthesis, β-Cyclohexyl-L-alanine benzyl ester p-toluenesulfonate champions the production of enantiomerically pure compounds, crucial for pharmaceutical advancements. By facilitating the creation of compounds with heightened specificity and reduced side effects, this compound drives the development of sophisticated pharmaceutical entities, setting new benchmarks for therapeutic precision.

Analytical Chemistry: Unveiling its versatile nature, this compound finds its place in the realm of analytical chemistry, contributing to the segregation and characterization of chiral molecules. Its utility extends to chromatographic methodologies, enabling the meticulous analysis of complex mixtures and delivering unrivaled resolution in enantiomeric separation. This application stands as a cornerstone in the realm of quality assurance, ensuring the purity and integrity of chiral pharmaceuticals and biochemical entities.

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