122213-80-3

Usage

Uses

Used in Organic Synthesis:
(R)-N-benzenesulfonylproline is used as a chiral building block for [the creation of various pharmaceutical and agrochemical products] due to [its unique structural properties and ability to catalyze asymmetric reactions].
Used in Pharmaceutical Industry:
(R)-N-benzenesulfonylproline is used as a catalyst for [asymmetric reactions in the synthesis of biologically active compounds] because of [its chiral nature and potential to enhance the development of new drugs].
Used in Agrochemical Industry:
(R)-N-benzenesulfonylproline is used as a key component in [the preparation of agrochemical products] for [its contribution to the synthesis of biologically active compounds with potential applications in agriculture].

Upstream product

• 98-09-9 benzenesulfonyl chloride 
• 344-25-2 D-Prolin 
• 110714-46-0 (R)-((S)-2-(6′-(acetoxymethyl)-5′-oxo-3′,5′-dihydro-2′H-spiro[[1,3]dioxolane-2,1′-indolizine]-7′-yl)-1-ethoxy-1-oxobutan-2-yl) 1-tosylpyrrolidine-2-carboxylate 

Downstream Products

• 860016-08-6 methyl 1-[1-benzenesulfonyl-pyrrolidine-2'(R)-carbonyl]-3-benzyloxycarbonyl-2-oxo-imidazolidine-4(S)-carboxylate 
• 910481-98-0 (R)-N-((S)-1-hydroxy-3-phenylpropan-2-yl)-1-(phenylsulfonyl)pyrrolidine-2-carboxamide 
• 122213-79-0 (R)-1-Benzenesulfonyl-pyrrolidine-2-carboxylic acid (S)-3,3-dimethoxy-2-(9-phenyl-9H-fluoren-9-ylamino)-propyl ester 
• 1392300-22-9 (R)-1-(phenylsulfonyl)pyrrolidine-2-carbohydrazide 

Relevant academic research and scientific papers

Catalytic Access to Functionalized Allylic gem-Difluorides via Fluorinative Meyer–Schuster-Like Rearrangement

An unprecedented approach for efficient synthesis of functionalized allylic gem-difluorides via catalytic fluorinative Meyer–Schuster-like rearrangement is disclosed. This transformation proceeded with readily accessible propargylic fluorides, and low-cost B–F reagents and electrophilic reagents by sulfide catalysis. A series of iodinated, brominated, and trifluoromethylthiolated allylic gem-difluorides that were difficult to access by other methods were facilely produced with a wide range of functional groups. Importantly, the obtained iodinated products could be incorporated into different drugs and natural products, and could be expediently converted into many other valuable gem-difluoroalkyl molecules as well. Mechanistic studies revealed that this reaction went through a regioselective fluorination of alkynes followed by a formal 1,3-fluorine migration under the assistance of the B–F reagents to give the desired products.

Identification of Novel Fragments Binding to the PDZ1-2 Domain of PSD-95

Inhibition of PSD-95 has emerged as a promising strategy for the treatment of ischemic stroke, as shown with peptide-based compounds that target the PDZ domains of PSD-95. In contrast, developing potent and drug-like small molecules against the PSD-95 PDZ domains has so far been unsuccessful. Here, we explore the druggability of the PSD-95 PDZ1-2 domain and use fragment screening to investigate if this protein is prone to binding small molecules. We screened 2500 fragments by fluorescence polarization (FP) and validated the hits by surface plasmon resonance (SPR), including an inhibition counter-test, and found four promising fragments. Three ligand efficient fragments were shown by 1H,15N HSQC NMR to bind in the small hydrophobic P0 pockets of PDZ1-2, and one of them underwent structure-activity relationship (SAR) studies. Overall, we demonstrate that fragment screening can successfully be applied to PDZ1-2 of PSD-95 and disclose novel fragments that can serve as starting points for optimization towards small-molecule PDZ domain inhibitors.

Synthesis and structure-activity relationships of o-sulfonamido- arylhydrazides as inhibitors of LL-diaminopimelate aminotransferase (LL-DAP-AT)

Recently, ll-diaminopimelate aminotransferase (ll-DAP-AT), a pyridoxal-5′-phosphate (PLP)-dependent enzyme, was reported to catalyze a key step in the biosynthesis of l-lysine in plants and Chlamydia. Previous screening of a 29201-compound library against

Synthesis, calpain inhibitory activity, and cytotoxicity of P 2-substituted proline and thiaproline peptidyl aldehydes and peptidyl α-ketoamides

Calpain is a cytosolic cysteine endopeptidase that has been implicated in a number of disorders including cancer. We have synthesized and studied the μ-calpain inhibitory activity and cytotoxicity of peptidyl aldehydes and peptidyl α-ketoamides with N-sub

ASYMMETRIC SYNTHESIS OF (S)-CAMPTOTHECIN

The title compound was synthesized via a novel diastereoselective ethylation process from indolizine derivative 5a bearing N-tosyl-(R)-proline.