174740-80-8

Basic information

• Product Name: 1-[(4-methylphenyl)sulfonyl]-2-azetidinecarboxylic acid
• Synonyms: 1-[(4-methylphenyl)sulfonyl]-2-azetidinecarboxylic acid;(2R)-1-[(4-METHYLPHENYL)SULFONYL]-2-AZETIDINECARBOXYLIC ACID
• CAS NO: 174740-80-8
• Molecular Formula: C11H13NO4S
• Molecular Weight: 0
• Mol File: 174740-80-8.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-[(4-methylphenyl)sulfonyl]-2-azetidinecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(4-methylphenyl)sulfonyl]-2-azetidinecarboxylic acid(174740-80-8)
• EPA Substance Registry System: 1-[(4-methylphenyl)sulfonyl]-2-azetidinecarboxylic acid(174740-80-8)

Safety Data

• Hazardous Substances Data: 174740-80-8(Hazardous Substances Data)

Usage

Chemical structure

Contains an azetidine ring and a sulfonyl group

Derivative

Sulfonylazetidinecarboxylic acid derivative

Potential pharmaceutical properties

Investigated for antiviral and antitumor agents

Sulfonyl group

Versatile functional group that can be modified to alter the compound's properties

Research interest

Valuable target for medicinal chemistry research

Further research needed

To explore potential applications in the development of new pharmaceutical drugs

Upstream product

• 116241-36-2 1-(Toluene-4-sulfonyl)-azetidine-2,2-dicarboxylic acid 
• 116241-31-7 1-(Toluene-4-sulfonyl)-azetidine-2,2-dicarboxylic acid dimethyl ester 
• 116283-38-6 2-[2-(Toluene-4-sulfonylamino)-ethyl]-malonic acid dimethyl ester 
• 1022820-87-6 p-toluenesulfonylaminomalonic acid diethyl ester 
• 98-59-9 p-toluenesulfonyl chloride 
• 178946-64-0 3-bromo-1-tosylpyrrolidin-2-one 
• 10019-95-1 N-tosylpyrrolidinone 
• 2517-04-6 Azetidine-2-carboxylic acid 
• 2133-34-8 (2S)-azetidine-2-carboxylic acid 
• 960004-46-0 (S)-methyl 1-tosylazetidine-2-carboxylate 
• 10396-97-1 4-methyl-N-((S)-2-oxotetrahydrofuran-3-yl)benzenesulfonamide 
• 352018-64-5 (R)-4-N-(p-toluenesulfonyl)amino-2-chlorobutyric acid 
• 1414846-31-3 (S)-2-((S)-1,4-dioxaspiro[4.5]decan-2-yl)-1-tosylazetidine 
• 1414846-32-4 (S)-1-((S)-1-tosylazetidin-2-yl) ethane-1,2-diol 

Downstream Products

• 228857-58-7 (R)-N-(tert-butoxycarbonyl)azetidine-2-carboxylic acid 

Relevant articles and documents

Inexpensive multigram-scale synthesis of cyclic enamines and 3-N spirocyclopropyl systems

Cyclic enamines are important synthons for many synthetic and pharmacological targets. Here, we report an inexpensive, catalyst-free, multigram-scale synthesis for cyclic enamines with exocyclic double bonds and four- to seven-membered rings. This strategy is more conducive to scale up, permissive of functionalization around the cyclic system, and less sensitive to the nature of the N-protecting group than previously-described methods for cyclic enamine synthesis. Further, we explore application of these enamines to the synthesis of highly-strained spirocyclic 3N-cyclopropyl scaffolds.

Enantiodivergent synthesis of N-protected azetidine-2-carboxylic acid

A new route to both enantiomers of N-tosyl-azetidine-2- carboxylic acid has been developed from (R)-2-cyclohexylideneglyceraldehyde which proceeded with good overall yield and excellent enantiomeric purity.

Thermal Arndt-Eistert reactions of N-tosyl cyclic α-amino acids

Thermal Arndt-Eistert reactions of N-tosyl cyclic α-amino acids were studied to explore the preparation of α,β-unsaturated esters bearing a terminal tosylamino group. For L-N-tosyl-aziridine 2-carboxylic acid and L-N-tosyl-azetidine 2-carboxylic acid, the corresponding (E)-α,β- unsaturated esters were obtained stereospecifically. Copyright Taylor & Francis, Inc.