57850-05-2

Basic information

• Product Name: (2R,4R)-4-hydroxy-2-hydroxymethyl-1-(4-tolylsulfonyl)pyrrolidine
• Synonyms: (2R,4R)-4-hydroxy-2-hydroxymethyl-1-(4-tolylsulfonyl)pyrrolidine
• CAS NO: 57850-05-2
• Molecular Weight: 271.337
• Mol File: 57850-05-2.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: (2R,4R)-4-hydroxy-2-hydroxymethyl-1-(4-tolylsulfonyl)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R)-4-hydroxy-2-hydroxymethyl-1-(4-tolylsulfonyl)pyrrolidine(57850-05-2)
• EPA Substance Registry System: (2R,4R)-4-hydroxy-2-hydroxymethyl-1-(4-tolylsulfonyl)pyrrolidine(57850-05-2)

Safety Data

• Hazardous Substances Data: 57850-05-2(Hazardous Substances Data)

Upstream product

• 909262-73-3 4-hydroxy-1-tosylpyrrolidine-2-carboxylic acid 
• 98-59-9 p-toluenesulfonyl chloride 
• 77449-94-6 (2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid hydrochloride 
• 132666-67-2 (2S,4R)-ethyl 4-hydroxypyrrolidine-2-carboxylate 
• 116143-07-8 1-(4-tolylsulfonyl)-4-hydroxy-D-proline ethyl ester 
• 132666-65-0 cis-4-Hydroxy-N-tosyl-D-proline 
• 618-27-9 hydroxy L-proline 
• 440678-43-3 cis-4-hydroxy-L-prolin-ethyl ester 
• 1379039-08-3 C₄₄H₅₃NO₃SSi₂ 
• 1379039-05-0 N-p-toluenesulfonyl-4(R)-amino-5-tert-butyldiphenylsilyl-1-tert-butyldiphenylsilyloxy-2(S)-pentanol 
• 51-35-4 4R-4-hydroxyproline 
• 20275-18-7 N--trans-4-hydroxy-L-proline 

Downstream Products

• 5234-75-3 (2S,4R)-1-(4-tolylsulfonyl)-4-<(4-tolylsulfonyl)oxy>-2-<<(4-tolylsulfonyl)oxy>methyl>pyrrolidine 
• 141850-60-4 (2S,4R)-(1-tosyl-4-(tosyloxy)pyrrolidin-2-yl)methyl 4-methylbenzenesulfonate 
• 141850-28-4 (R)-5-Methylene-1-(toluene-4-sulfonyl)-pyrrolidin-3-ol 
• 141850-27-3 (1R,11S)-12-(Toluene-4-sulfonyl)-2,9-dioxa-12-aza-bicyclo[9.2.1]tetradecane-3,8-dione 
• 141850-61-5 Hexanedioic acid mono-[(3R,5S)-5-iodomethyl-1-(toluene-4-sulfonyl)-pyrrolidin-3-yl] ester 
• 141850-21-7 Hept-6-enoic acid (3R,5S)-1-(toluene-4-sulfonyl)-5-(toluene-4-sulfonyloxymethyl)-pyrrolidin-3-yl ester 
• 141850-22-8 Hexanedioic acid mono-[(3R,5S)-1-(toluene-4-sulfonyl)-5-(toluene-4-sulfonyloxymethyl)-pyrrolidin-3-yl] ester 
• 127641-07-0 (1S,4S)-N-Benzyl-2,5-diazabicyclo-[2.2.1]heptane 
• 5234-72-0 (1S,4S)-5-Benzyl-2-tosyl-2,5-diazabicyclo<2.2.1>heptane 
• 125109-57-1 (2S,4R)-1-(4-Tolylsulfonyl)-2-(chloromethyl)-4-((4-tolylsulfonyl)oxy)pyrrolidine 
• 125109-58-2 (1S,4S)-2-(4-Tolylsulfonyl)-5-methyl-2,5-diazabicyclo<2.2.1>heptane 
• 114086-15-6 (1S,4S)-2-Methyl-2,5-diazabicyclo<2.2.1>heptane Dihydrobromide 
• 144043-29-8 (2S,4S)-N-(4-tolylsulfonyl)-2-methyl-4-<(4-tolylsulfonyl)oxy>pyrrolidine 
• 144043-29-8 (2S,4R)-N-(4-tolylsulfonyl)-2-methyl-4-<(4-tolylsulfonyl)oxy>pyrrolidine 

Relevant articles and documents

Design, synthesis, and electrophysiological evaluation of NS6740 derivatives: Exploration of the structure-activity relationship for alpha7 nicotinic acetylcholine receptor silent activation

The α7 nicotinic acetylcholine receptor (nAChR) silent agonists, able to induce receptor desensitization and promote the α7 metabotropic function, are emerging as new promising therapeutic anti-inflammatory agents. Herein, we report the structure–activity

A smooth rearrangement of N-p-toluenesulfonyl 2-tert- butyldiphenylsilylmethyl-substituted azetidines into N-p-toluenesulfonyl 3-tert-butyldiphenylsilyl-substituted pyrrolidines

The rearrangement of N-p-toluenesulfonyl 2-tert-butyldiphenylsilylmethyl- substituted azetidines into 3-tert-butyldiphenylsilyl-substituted pyrrolidines under Lewis acid conditions in dichloromethane involves 1,2-migration of silicon through a siliranium ion. The formation of siliranium ion was discovered not to be in concert with σC-N cleavage from stereochemical analysis of the pyrrolidine products formed from 3- and 4-substituted-2-tert- butyldiphenylsilylmethyl azetidines and also from the optical rotation data and chiral HPLC analysis of the pyrrolidine product formed from N-p-toluenesulfonyl 2(R)-tert-butyldiphenylsilylmethyl azetidine. The formation of sterically less hindered siliranium ion is followed by its SN2 opening by the internal nitrogen nucleophile. Oxidative cleavage of σC-Si bond leads to the formation of 3-hydroxypyrrolidines.

Fluoronaphthyridines and -quinolines as Antibacterial Agents. 5. Synthesis and Antimicrobial Activity of Chiral 1-tert-Butyl-6-fluoro-7-substituted-naphthyridones

A series of novel 7-substituted-1-tert-butyl-6-fluoronaphthyridone-3-carboxylic acids has been prepared.These derivatives are characterized by chiral aminopyrrolidine substituents at the 7 position.In this paper we report the full details of the asymmetric synthesis of this series of compounds.Structure-activity relationship studies indicate that the absolute stereochemistry at the asymmetric centers of the pyrrolidine ring is critical for maintaining good activity.Compounds 60 and 61 (3-amino-4-methylpyrrolidine enantiomers) were selected for preclinical evaluation.