150614-61-2

Usage

Uses

Used in Pharmaceutical Synthesis:
D-Leucine, N-[(4-methylphenyl)sulfonyl]is used as a building block for the synthesis of pharmaceutical compounds, leveraging its unique chemical and biological properties to create novel drug candidates with potential therapeutic applications.
Used in Chemical Research:
This leucine derivative is employed as a reagent in chemical research, facilitating the exploration of new chemical reactions and the development of innovative synthetic methodologies.
Used in Biochemistry and Cell Biology:
D-Leucine, N-[(4-methylphenyl)sulfonyl]serves as a research tool in biochemistry and cell biology, enabling scientists to study the interactions of this modified amino acid with various biomolecules and cellular processes, potentially leading to a better understanding of its role in biological systems and the discovery of new therapeutic targets.

Upstream product

• 2666-93-5 (S)-Leu-OMe 
• 98-59-9 p-toluenesulfonyl chloride 
• 103-71-9 phenyl isocyanate 
• 61-90-5 L-leucine 
• 104-15-4 toluene-4-sulfonic acid 
• 328-38-1 (R)-leucine 
• 68305-83-9 N-Tosyl-DL-leucin-methylester 
• 135822-87-6 (E)-N-(furan-2-ylmethylene)-4-methylbenzenesulfonamide 
• 1888-75-1 isopropyllithium 
• 88452-86-2 (2S)-N-para-toluenesulfonylaziridine-2-carboxylic acid 
• 134452-31-6 (S)-N-tosyl-α'-isobutyl-α-furfuryl amine 
• 134340-66-2 N-tosyl-α'-isobutyl-α-furfuryl amine 

Downstream Products

• 61341-05-7 N-tosylleucine acid chloride 
• 65919-34-8 N-(toluene-4-sulfonyl)-L-leucine thiazol-2-ylamide 
• 51220-84-9 (S)-methyl 4-methyl-2-(4-methylphenylsulfonamido)pentanoate 
• 103127-72-6 (3S)-5-Methyl-3-(N-tosylamino)-2-hexanone 
• 108585-05-3 Tos-L-Leu-L-Met-OMe 
• 90303-31-4 (S)-4-Methyl-2-(toluene-4-sulfonylamino)-pentanoic acid (pyridin-4-ylcarbamoylmethyl)-amide 
• 78768-46-4 (S)-4-Methyl-2-(toluene-4-sulfonylamino)-pentanoic acid (1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-amide 
• 84708-70-3 (+)-9-(N-tosyl-L-leucyl)carbazole 
• 4144-12-1 methyl tosyl-L-leucyl-L-leucinate 
• 78797-30-5 (S)-4-Isobutyl-3-(toluene-4-sulfonyl)-oxazolidin-5-one 
• 130748-67-3 (2S)-N-(4-methylbenzene)-1-sulfonoamido-4-methylpentan-1-ol 

Relevant academic research and scientific papers

Synthesis and Structure-Activity Relationships of Arylsulfonamides as AIMP2-DX2 Inhibitors for the Development of a Novel Anticancer Therapy

AIMP2-DX2, a splicing variant of AIMP2, is up-regulated in lung cancer, possesses oncogenic activity, and results in tumorigenesis. Specifically inhibiting the interaction between AIMP2-DX2 and HSP70 to suppress AIMP2-DX2-dependent cancers with small molecules is considered a promising avenue for cancer therapeutics. Optimization of hit BC-DXI-04 (IC50 = 40.1 μM) provided new potent sulfonamide based AIMP2-DX2 inhibitors. Among these, BC-DXI-843 showed improved inhibition against AIMP2-DX2 (IC50 = 0.92 μM) with more than 100-fold selectivity over AIMP2 in a luciferase assay. Several binding assays indicated that this compound effectively induces cancer cell apoptosis by specifically interrupting the interaction between DX2 and HSP70, which leads to the degradation of DX2 via Siah1-mediated ubiquitination. More importantly, BC-DXI-843 demonstrated in vivo efficacy in a tumor xenograft mouse model (H460 cells) at a dosage of 50 mg/kg, suggesting it as a promising lead for development of novel therapeutics targeting AIMP2-DX2 in lung cancer.

Access to Optically Pure Benzosultams by Superelectrophilic Activation

Through superacid activation, N-(arenesulfonyl)-aminoalcohols derived from readily available ephedrines or amino acids undergo an intramolecular Friedel-Crafts reaction to afford enantiopure benzosultams bearing two adjacent stereocenters in high yields with fully controlled diastereoselectivity. Low-temperature NMR spectroscopy demonstrated the crucial role played by the conformationally restricted chiral dicationic intermediates.

Aryl λ3-Iodane-Mediated 6-exo-trig Cyclization to Synthesize Highly Substituted Chiral Morpholines

A mild and efficient transition metal-free approach has been developed for the synthesis of highly substituted chiral morpholines from alkenols by amino acid-derived iodine(III) reagents via a 6-exo-trig cyclization. The key features of this work include

Metal complexes of tosyl sulfonamides: Design, X-ray structure, biological activities and molecular docking studies

The present study reports the synthesis of Zn(ii) complexes of tosyl sulfonamide derivatives obtained by the reaction of tosyl chloride with l-amino acids. The ligands and their complexes were characterized by IR, 1H and 13C-NMR, GC-

PROLINAMIDE DERIVATIVE AS THROMBIN INHIBITOR, PREPARATION METHOD AND APPLICATION THEREOF

Provided are a compound of formula (I), pharmaceutically acceptable salts thereof, preparation methods and applications thereof for inhibiting thrombin, and applications in the treatment and prevention of thrombin-mediated and thrombin-related diseases.

Enzymatic approach to both enantiomers of N-Boc hydrophobic amino acids

Protease catalysed hydrolysis of N-Boc-amino acid esters allows us to obtain N-Boc l-acids and d-esters of amino butanoic acid, nor-leucine, nor-valine, leucine and t-leucine in excellent ee. The reaction occurs in short reaction times and high concentrations. When a biphasic system (buffer-MTBE) is employed, a strong solvent effect is observed. This method could be of significance for the preparation of d-t-leucine, for which a practical method is currently unavailable.

Synthesis of α-amino acids by reaction of aziridine-2-carboxylic acids with carbon nucleophiles

A variety of homochiral α-amino acids have been prepared in good yield via regioselective reaction of higher order cuprates with (2S)-N-para-toluenesulfonylaziridine-2-carboxylic acid 4. The reaction was much less regioselective and low yielding when higher order cuprates were reacted with the more hindered aziridine carboxylic acid 30, the principal products being protected β-amino acids. Reaction of lithium trimethylsilylacetylide with the aziridine acid 30, however, gave a protected α-amino acid which was converted to the protected isoleucine ester 37. The Royal Society of Chemistry 2006.

PROCESS FOR MAKING N-SULFONATED-AMINO ACID DERIVATIVES

This invention relates to a process for preparing optically active α -amino acid substrates which are used to make potent lethal factor (LF) inhibitors for the treatment of anthrax. This invention further relates to a process for synthesis of potent LF-inhibitors for the treatment of anthrax. Specifically, the invention concerns a novel, high-yielding and highly enantioselective asymmetric hydrogenation reaction of a tetrasubstituted ene-sulfonamide acid or ester.

Synthesis and structure of lower rim C-linked N-tosyl peptidocalix[4]arenes

Chiral p-tert-butylcalix[4]arenes functionalized at the lower rim with amino acid residues have been prepared. The 1H and 13C NMR spectra indicate that the macrocycles preferably adopt a cone conformation. Calix[4]arenes bearing amin

Peptidyl aldehyde inhibitors of calpain incorporating P2-proline mimetics

Four new peptidyl aldehydes bearing proline mimetics at the P2-position were synthesized and studied as inhibitors of calpain I, cathepsin B, and selected serine proteases. The ring size of the P2-constraining residue influenced the