251097-16-2

Usage

Functional groups

Sulfonyl, pyrrolidine, and carboxylic acid

Structure

Pyrrolidine ring with a sulfonyl group attached to the 4-bromophenyl group, and a carboxylic acid group at the 2-position

Application

Pharmaceutical intermediate in the synthesis of various drugs

Usage

Utilized in medicinal chemistry research and drug development for modulating biological activity

Safety precautions

Handle with care due to potential hazards to health and the environment

Upstream product

• 98-58-8 4-bromobenzenesulfonyl chloride 
• 344-25-2 D-Prolin 
• 20846-02-0 4-bromo-benzenesulfonic acid ethyl ester 
• 609-36-9 rac-Pro-OH 
• 147-85-3 L-proline 

Downstream Products

• 1375314-06-9 1,3-bis[N'-(4-bromophenylsulfonyl)-N-methyl-(S)-prolinamidomethyl]-1,1,3,3-tetramethyl-1,3-disiloxane 

Relevant academic research and scientific papers

α-Amino Acid Sulfonamides as Versatile Sulfonylation Reagents: Silver-Catalyzed Synthesis of Coumarins and Oxindoles by Radical Cyclization

We developed a silver-catalyzed strategy for the generation of sulfonyl radicals from sulfonamides derived from α-amino acids. The reaction proceeded via a decarboxylation, N–S bond cleavage and radical cyclization sequence and allows the difunctionalization of alkynes and the synthesis of 3-sulfonylated coumarins. The reaction tolerated a broad scope of substrates and functional groups and could be extended to the synthesis of oxindoles and an isoquinolinedione by the capturing of the sulfonyl radical with an alkene moiety. Moreover, the proposed mechanism was supported experimentally and by DFT calculations.

Silica-immobilized chiral dirhodium(II) catalyst for enantioselective carbenoid reactions

A silica-supported dirhodium(II) tetraprolinate catalyst was synthesized in four steps from l-proline and used in a range of enantioselective transformations of donor/acceptor carbenoids. These include cyclopropenation, cyclopropanation, tandem ylide form

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

SYNTHESIS OF SULFONAMIDE DERIVATIVES

The novel method of synthesis of sulphonamide derivatives (I), comprising reaction of alkyl-4-halophenylsulfonate with an amine. Formula (I) wherein X is halogen and R1 and R2 are independently selected from group comprising (i) C1 to C15 alkyl, straight or branched, (ii) C3 to C15 cycloalkyl, substituted or unsubstituted, (iii) C2 to C15 alkenyl, straight or branched, (iv) C2 to C15 alkynyl, straight or branched, (v) phenyl or benzyl, substituted or unsubstituted, (vi) heterocycloalkyl, substituted or unsubstituted, (vii) hydrogen, (viii) form with the nitrogen to which they are attached a 3-7 membered heterocyclic moiety such as pyrolidine, piperidine, piperazine, imidazole, pyrazole, (ix) the alkyl in i) may be attached to a moiety selected from cycloalkyl or heterocycloalkyl, substituted or unsubstituted