73096-27-2

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-CHLORO-BENZENESULFONYL)-PYRROLIDINE-2-CARBOXYLIC ACID is used as an aldose reductase inhibitor for managing diabetic complications and other related diseases. Its ability to inhibit this enzyme helps in reducing the impact of hyperglycemia on various tissues and organs.
Used in Organic Synthesis:
In the field of organic synthesis, 1-(4-CHLORO-BENZENESULFONYL)-PYRROLIDINE-2-CARBOXYLIC ACID serves as a protecting group for amines and other functional groups. This role is crucial for the synthesis of complex organic molecules where the protection of certain functional groups is necessary to prevent unwanted reactions.
Used in the Synthesis of Pharmacologically Active Molecules:
1-(4-CHLORO-BENZENESULFONYL)-PYRROLIDINE-2-CARBOXYLIC ACID is utilized as a key intermediate in the synthesis of various pharmacologically active molecules. Its unique structural features contribute to the development of new drugs with potential therapeutic applications.

InChI:InChI=1/C11H12ClNO4S/c12-8-3-5-9(6-4-8)18(16,17)13-7-1-2-10(13)11(14)15/h3-6,10H,1-2,7H2,(H,14,15)/p-1/t10-/m1/s1

Upstream product

• 147-85-3 L-proline 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 147-85-3 L-proline 
• 88867-97-4 (S)-1-(4-Chloro-benzenesulfonyl)-pyrrolidine-2-carbonyl chloride 
• 255053-75-9 (S)-9-{N-(p-chlorophenylsulfonyl)prolinyl}-β-carboline 

Downstream Products

• 88867-97-4 (S)-1-(4-Chloro-benzenesulfonyl)-pyrrolidine-2-carbonyl chloride 
• 1375314-05-8 1,3-bis[N'-(4-chlorophenylsulfonyl)-N-methyl-(S)-prolinamidomethyl]-1,1,3,3-tetramethyl-1,3-disiloxane 
• 255053-75-9 (S)-9-{N-(p-chlorophenylsulfonyl)prolinyl}-β-carboline 
• 88867-91-8 (S)-1-(4-Chloro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid ((S)-1-phenyl-ethyl)-amide 
• 88867-90-7 (S)-1-(4-Chloro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid ((R)-1-phenyl-ethyl)-amide 

Relevant academic research and scientific papers

HETEROCYCLIC AMIDE DERIVATIVE AND MEDICINE CONTAINING SAME

Compound represented by formula (I): wherein each symbol is as defined herein, exhibit TRPA1 antagonist activity, and are useful for the prophylaxis or treatment of diseases involving TRPA1 antagonist and TRPA1.

Preparation of both enantiomers of 1-allyl-1,2,3,4-tetrahydro-β-carboline using allyltin reagents and a chiral auxiliary derived from L-proline

β-Carboline, which had an acyl group derived from L-proline at the 9-position, reacted with allyltributyltin and 2,2,2-trichloroethyl chloroformate to afford an 1-allyl-1,2-dihydro-β-carboline derivative in a diastereoselective manner. The chiral acyl group at N-9 was readily eliminated by aqueous alkali to give a corresponding carboxylic acid. The formed 1-allyl-1,2-dihydro-β-carboline was transformed via two reduction steps to 1-allyl-1,2,3,4-tetrahydro-β-carboline in high ee. When the allylation was carried out using tetraallyltin instead of allyltributyltin, the stereoselectivity was reversed, and the antipode of the allyl adduct was obtained in high yield and ee in the presence of tin(IV) tetraiodide. Thus, it was found that both enantiomers of 1-allyl-β-carboline were obtained in good enantioselectivities by the use of the same chiral auxiliary.

Diastereomeric ester compound useful as an intermediate in the making of an optically active 3,4-dihydro-3,4-epoxy-2H-1-benzopyran compound

The present invention provides a new diastereomer ester compound which is useful as an intermediate in the making of an optically active 3,4-dihydro-3,4-epoxy-2H-1-benzopyran compound.

Synthesis and Liquid Chromatographic Evalution of Some Chiral Derivatizing Agents for Resolution of Amine Enantiomers

A series of 1-prolyl chlorides were synthesized and evaluated as chiral derivatizing agents for the liquid chromatographic analysis of enantiomeric amines.The diastereomeric 1-prolinamides showed st