59724-69-5

Upstream product

• 67-56-1 methanol 
• 21957-58-4 N-(p-toluenesulfonyl)-DL-alanine 
• 74608-19-8 (E)-4-methyl-N-(pent-3-en-2-yl)benzenesulfonamide 
• 121440-78-6 (E)-N-(1,3-diphenyl-1λ³-allyl)-4-methylbenzenesulfonamide 
• 2491-20-5 L-alanine methyl ester hydrochloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 4816-81-3 p-tosyl-L-alanine 
• 70-55-3 toluene-4-sulfonamide 
• 104-15-4 toluene-4-sulfonic acid 
• 10065-72-2 L-Alanine methyl ester 
• 14694-46-3 3,5-di-tert-butyl-4-hydroxyphenyl 4-methylbenzenesulfonate 
• 128369-70-0 (S)-methyl 2-(((allyloxy)carbonyl)amino)propanoate 
• 7625-53-8 rac-Ala-OMe 
• 20992-37-4 ethyl (2E)-cyano({[(4-methylphenyl)sulfonyl]oxy}imino)acetate 

Downstream Products

• 147048-44-0 N-Allyl-N-toluene-p-sulfonyl-(DL)-alanine methyl ester 
• 871123-31-8 4-[allyl-(toluene-4-sulfonyl)-amino]-3-oxo-pentanoic acid dimethylamide 
• 769923-47-9 N-(2-cyclopropylidene-ethyl)-4-methyl-N-(1-methyl-2-oxo-ethyl)-benzenesulfonamide 
• 1362826-35-4 C₃₀H₂₈⁽²⁾HNO₆S₂ 
• 1362825-55-5 methyl 2-[(4-methylbenzene)sulfonamido](2-⁽²⁾H)propanoate 
• 1362825-58-8 methyl 2-{N-[3-(2-{3-[(4-methylbenzene)sulfonyl]prop-1-yn-1-yl}phenyl)prop-2-yn-1-yl](4-methylbenzene)sulfonamido}(2-⁽²⁾H)propanoate 
• 100132-60-3 (S)-2-(toluene-4-sulfonamido)propan-1-ol 

Relevant academic research and scientific papers

Nitroxyl Catalysts for Six-Membered Ring Bromolactonization and Intermolecular Bromoesterification of Alkenes with Carboxylic Acids

We developed a nitroxyl-catalyzed bromoesterification of alkenes with bromo reagents, which includes a six-membered ring bromolactonization of alkenyl carboxylic acids catalyzed by AZADO as the nitroxyl radical catalyst, and an intermolecular bromoesterification of alkenes with carboxylic acids using NMO as the N-oxide catalyst. We also accomplished a remote diastereoselective bromohydroxylation via an AZADO-catalyzed six-membered ring bromolactonization and a subsequent ring cleavage reaction with alkylamines to furnish ?-bromo-δ-hydroxy amides with high diastereoselectivity.

Direct Intramolecular Aminoboration of Allenes

Direct intramolecular aminoboration of sulfonamidoallenes was realized using BCl3 as a boron source. The reactions benefited from the interaction between BCl3 and sulfonamides and provided a variety of borylvinyl heterocycles in good isolated yields. When chiral substrates were involved in the reactions, high stereoselectivity was observed, as can be ascertained by single-crystal X-ray diffraction experiments. Derivatization of the thus-obtained borylvinyl compounds proceeded readily, and different functionalities could be obtained via oxidation, halogenation, and Suzuki coupling reactions.

Substrate-directed lewis-acid catalysis for peptide synthesis

A Lewis-acid-catalyzed method for the substrate-directed formation of peptide bonds has been developed, and this powerful approach is utilized for the new "remote" activation of carboxyl groups under solvent-free conditions. The presented method has the following advantages: (1) the high-yielding peptide synthesis uses a tantalum catalyst for any amino acids; (2) the reaction proceeds without any racemization; (3) the new substrate-directed chemical ligation using the titanium catalyst is applicable to convergent peptide synthesis. These advantages overcome some of the unresolved problems in classical peptide synthesis.

General Strategy for Stereoselective Synthesis of β- N-Glycosyl Sulfonamides via Palladium-Catalyzed Glycosylation

A highly efficient and mild glycosylation reaction between 3,4-O-carbonate glycal and N-tosyl functionalized aliphatic and aromatic amines via palladium-catalyzed decarboxylative allylation is disclosed. A wide range of highly functionalized 2,3-unsaturat

Synthesis of Optically Active 2,3-Disubstituted Indoline -Derivatives through Cycloaddition Reactions between Benzynes and α,β-Unsaturated γ-Aminobutyronitriles

We report a method for synthesizing optically active 2,3-disubstituted indolines by the cycloaddition reaction of benzynes with various 4-[(4-toluenesulfonyl)amino]-(E)-but-2-enenitriles, which are readily prepared from the corresponding l -amino acid der

NR2B SELECTIVE NMDA-RECEPTOR ANTAGONISTS FOR TREATMENT OF IMMUNE-MEDIATED INFLAMMATORY DISEASES

The present invention provides novel means and methods for treatment auf immunemediated inflammatory diseases.

An eco-friendly tandem tosylation/Ferrier N-glycosylation of amines catalyzed by Er(OTf)3 in 2-MeTHF

Er(OTf)3 in 2-MeTHF provides a new and eco-friendly process for Ferrier glycosylation of sulfonamides and amino acids with various N-nucleophiles. The stereoselective synthesis of 2,3-unsaturated-N-pseudoglycals was carried out with 3,4,6-tri-O-acetyl-D-glucal and different nucleophiles affording good results in a short time.

Enantiomerically Pure 2-Methyltetrahydro-3-benzazepin-1-ols Selectively Blocking GluN2B Subunit Containing N-Methyl-d-aspartate Receptors

A chiral pool synthesis was developed to obtain all four stereoisomeric 2-methyl-3-(4-phenylbutyl)tetrahydro-3-benzazepin-1-ols 21, 31, and 32 in a seven- to eight-step sequence. The phenols 32 reveal slightly higher GluN2B affinity than the methyl ethers 21. The GluN2B affinity increases in the order (1R,2S) (1S,2S) (1S,2R) (1R,2R). The stereoisomeric phenols (R,R)-32 and (S,R)-32 show the highest GluN2B affinity and the highest cytoprotective activity. Both compounds represent GluN2B selective allosteric NMDA receptor antagonists. Docking of the 3-benzazepin-1-ols into the ifenprodil binding site of the crystallized GluN1b/GluN2B N-terminal domains led to free binding energies, which correlate nicely with the experimentally determined GluN2B affinities. The similar GluN2B affinity of the stereoisomeric phenols (S,S)-32, (R,R)-32, and (S,R)-32 is explained by different binding modes of the 3-benzazepine scaffold. The benzyl ethers 31 reveal unexpectedly high GluN2B affinity but do not show cytoprotective effects. The additional benzyl moiety of 31 binds into a previously unrecognized lipophilic subpocket.

Aqueous MW eco-friendly protocol for amino group protection

In this paper a new catalyst-free and on-water method for protection of amines and amino acids with di-tert-butyl dicarbonate, 9-fluorenylmethoxycarbonyl chloride, acetyl chloride and tosyl chloride is presented. The protection can be realized in a few minutes under microwave-assistance. The reaction proved to be chemoselective in presence of ambident nucleophiles and water solution of di-tert-butyl carboxylic acid or chloride acid are the only wastes produced.