82001-62-5

Upstream product

• 135731-20-3 (S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropyl methanesulfonate 
• 10387-40-3 potassium thioacetate 
• 6372-14-1 N-((benzyloxy)carbonyl)-L-phenylalaninol 
• 507-09-5 tiolacetic acid 
• 501-53-1 benzyl chloroformate 
• 3182-95-4 L-Phenylalaninol 
• 1161-13-3 N-Cbz-L-Phe 
• 41518-17-6 Z-Phe-O-COO-isoBu 

Downstream Products

• 856570-20-2 (S)-2-Benzyloxycarbonylamino-3-phenyl-propane-1-sulfonic acid 
• 1169199-24-9 Cbz-Phe-ψ[CH2SO2]-F 
• 1169199-29-4 Cbz-Phe-ψ[CH2SO2NH]-β-Ala-ψ[CH2SO2]-F 
• 1300689-96-6 L-Phe-[CH₂SO₂]-FHCl 
• 1206530-78-0 (S)-(2-benzyloxycarbonylamino-3-phenyl)propanesulfonamide 
• 126301-32-4 (S)-2-amino-3-phenylpropane-1-sulfonic acid 

Relevant academic research and scientific papers

Novel sulfonamide-based carbamates as selective inhibitors of bche

A series of 14 target benzyl [2-(arylsulfamoyl)-1-substituted-ethyl]carbamates was prepared by multi-step synthesis and characterized. All the final compounds were tested for their abil-ity to inhibit acetylcholinesterase (AChE) and butyrylcholinesterase

A General Catalytic Method for Highly Cost- and Atom-Efficient Nucleophilic Substitutions

A general formamide-catalyzed protocol for the efficient transformation of alcohols into alkyl chlorides, which is promoted by substoichiometric amounts (down to 34 mol %) of inexpensive trichlorotriazine (TCT), is introduced. This is the first example of a TCT-mediated dihydroxychlorination of an OH-containing substrate (e.g., alcohols and carboxylic acids) in which all three chlorine atoms of TCT are transferred to the starting material. The consequently enhanced atom economy facilitates a significantly improved waste balance (E-factors down to 4), cost efficiency, and scalability (>50 g). Furthermore, the current procedure is distinguished by high levels of functional-group compatibility and stereoselectivity, as only weakly acidic cyanuric acid is released as exclusive byproduct. Finally, a one-pot protocol for the preparation of amines, azides, ethers, and sulfides enabled the synthesis of the drug rivastigmine with twofold SN2 inversion, which demonstrates the high practical value of the presented method.

PROTEASOME INHIBITOR COMPRISING A SIGNAL-EMITTING MOIETY

The present invention relates to compounds such as peptides which act as proteasome inhibitors. The compounds are covalently linked with a signal emitting compound or a precursor thereof, via an ester such as a sulfonic ester group for imaging of the inhibition of the proteasome. The compound is for use in the quantification of proteasomal inhibition, diagnosis and/or prevention and/or treatment of autoimmune diseases, cancer, neurodegenerative diseases, viral infections and/or diseases associated with inflammation. The invention further relates to methods to produce the compounds.

Selective inhibition of the immunoproteasome by ligand-induced crosslinking of the active site

The concept of proteasome inhibition ranks among the latest achievements in the treatment of blood cancer and represents a promising strategy for modulating autoimmune diseases. In this study, we describe peptidic sulfonyl fluoride inhibitors that selecti

An efficient and facile synthesis of N-Cbz-β-aminoalkanesulfonamides

An efficient method for the synthesis of N-Cbz-β- aminoalkanesulfonamides was described. N-Cbz-β-aminoalkanesulfona-mides were readily prepared in good yields from a variety of amino alcohols, including optically active ones, via N-Cbz protection with ben

Synthesis and biological evaluation of novel irreversible serine protease inhibitors using amino acid based sulfonyl fluorides as an electrophilic trap

We have designed and synthesized novel irreversible serine protease inhibitors containing aliphatic sulfonyl fluorides as an electrophilic trap. These substituted taurine sulfonyl fluorides derived from taurine or protected amino acids were conveniently s

Synthesis of β-aminoethanesulfonyl fluorides or 2-substituted taurine sulfonyl fluorides as potential protease inhibitors

Substituted taurine sulfonyl fluorides derived from taurine or protected amino acids are conveniently synthesized from β-aminoethanesulfonyl chlorides using KF/18-crown-6 or from β-aminoethanesulfonates using DAST.

Synthesis and applications of β-aminoethanesulfonyl azides

A very efficient method for the synthesis of β-aminoethanesulfonyl azides is descibed. These aliphatic sulfonyl azides are accessible starting from a variety of protected amino acids, including those having functionalized side chains. Furthermore, these s

Inhibition of α-chymotrypsin with thiol-bearing substrate analogues in the presence of zinc ion

We have demonstrated that thiol-bearing analogues of α-chymotrysin (α-CT) substrates such as (S)-(1-benzyl-2-thiolethyl)-carbamic acid, benzyl ester (3) inhibits α-CT, a prototypical serine protease, in the presence of Zn(II) ion. They constitute a novel class of small molecule inhibitors for α-CT believed to inhibit the enzyme by forming a ternary complex consisting of α-CT, Zn(II) ion, and the inhibitor.

An efficient synthesis of N-protected β-aminoethanesulfonyl chlorides: Versatile building blocks for the synthesis of oligopeptidosulfonamides

A very efficient method for the synthesis of β-aminoethanesulfonyl chlorides is described. These aliphatic functionalized sulfonyl chlorides are accessible starting from a variety of protected amino acids, including those having functionalized side chains