885462-59-9

Basic information

• Product Name: [1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-p-toluenesulfinamide
• Synonyms: [1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-p-toluenesulfinamide
• CAS NO: 885462-59-9
• Molecular Weight: 660.457
• Mol File: 885462-59-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-p-toluenesulfinamide(CAS DataBase Reference)
• NIST Chemistry Reference: [1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-p-toluenesulfinamide(885462-59-9)
• EPA Substance Registry System: [1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-p-toluenesulfinamide(885462-59-9)

Safety Data

• Hazardous Substances Data: 885462-59-9(Hazardous Substances Data)

Upstream product

• 5259-98-3 5-chloropentan-1-ol 
• 20074-80-0 5-chloro-pentanal 
• 302934-11-8 (S)-2-(Triisopropylsyloxymethyl)phenyl p-tolylsulfoxide 
• 507453-96-5 (S)-(+)-N-(5-chloropentylidene)-p-toluenesulfinamide 

Downstream Products

• 885462-62-4 (2R,1'S)-(1'-phenyl-1'-triisopropylsilyloxymethyl)piperidine 
• 885462-60-2 (2R,1'S)-N-[(S)-2-(p-tolylsulfinyl)]-2-[(2-p-tolylsulfinylphenyl)triisopropylsilyloxymethyl]piperidine 

Relevant articles and documents

Quick access to optically pure 2-(1-hydroxybenzyl)piperidine and pyrrolidine

Optically pure 2-(1-hydroxybenzyl)piperidine and pyrrolidine were prepared by reaction of oxygenated 2-(p-tolylsulfinyl)benzyl carbanions with the appropriate chlorinated N-sulfinylimines followed by subsequent elimination of the sulfinyl groups. The main reaction is a tandem process involving nucleophilic addition of the sulfinylbenzyl carbanion to the C=N bond followed by intramolecular elimination of the chlorine by the resulting amide. The matched pair of the reagents (exhibiting the same configuration at their respective sulfinyl moieties) evolves with a complete control of the stereoselectivity at the two newly created chiral carbons. Georg Thieme Verlag Stuttgart.