89625-37-6

Basic information

• Product Name: Phenol, 5-amino-2-methoxy-, 4-methylbenzenesulfonate (ester)
• CAS NO: 89625-37-6
• Molecular Formula: C14H15NO4S
• Molecular Weight: 293.343
• Mol File: 89625-37-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Phenol, 5-amino-2-methoxy-, 4-methylbenzenesulfonate (ester)(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 5-amino-2-methoxy-, 4-methylbenzenesulfonate (ester)(89625-37-6)
• EPA Substance Registry System: Phenol, 5-amino-2-methoxy-, 4-methylbenzenesulfonate (ester)(89625-37-6)

Safety Data

• Hazardous Substances Data: 89625-37-6(Hazardous Substances Data)

Upstream product

• 4416-67-5 2-tosyloxyanisole 
• 1687-53-2 5-amino-2-methoxyphenol 
• 98-59-9 p-toluenesulfonyl chloride 
• 89625-35-4 2-tosyloxy-4-nitroanisole 

Downstream Products

• 138474-98-3 N-(3-hydroxy-4-methoxyphenyl)-3-(2-nitrophenyl)propenamide 
• 89625-43-4 (S)-4-Acetoxy-2-({benzoyl-[2-bromo-4-methoxy-5-(toluene-4-sulfonyloxy)-phenyl]-amino}-methyl)-pyrrolidine-1-carboxylic acid benzyl ester 
• 89625-40-1 (S)-4-Acetoxy-2-[2-bromo-4-methoxy-5-(toluene-4-sulfonyloxy)-phenylcarbamoyl]-pyrrolidine-1-carboxylic acid benzyl ester 
• 89625-42-3 (S)-4-Acetoxy-2-{[2-bromo-4-methoxy-5-(toluene-4-sulfonyloxy)-phenylamino]-methyl}-pyrrolidine-1-carboxylic acid benzyl ester 
• 89625-44-5 Acetic acid (S)-5-({benzoyl-[2-bromo-4-methoxy-5-(toluene-4-sulfonyloxy)-phenyl]-amino}-methyl)-pyrrolidin-3-yl ester 
• 89625-41-2 (S)-2-{[2-Bromo-4-methoxy-5-(toluene-4-sulfonyloxy)-phenylamino]-methyl}-4-hydroxy-pyrrolidine-1-carboxylic acid benzyl ester 
• 89625-38-7 2-bromo-4-methoxy-5-tosyloxyaniline 

Relevant articles and documents

Nucleophilic aromatic substitution of unactivated fluoroarenes enabled by organic photoredox catalysis

Nucleophilic aromatic substitution (SNAr) is a classical reaction with well-known reactivity toward electron-poor fluoroarenes. However, electron-neutral and electron-rich fluoro(hetero)arenes are considerably underrepresented. Herein, we present a method for the nucleophilic defluorination of unactivated fluoroarenes enabled by cation radical-accelerated nucleophilic aromatic substitution. The use of organic photoredox catalysis renders this method operationally simple under mild conditions and is amenable to various nucleophile classes, including azoles, amines, and carboxylic acids. Select fluorinated heterocycles can be functionalized using this method. In addition, the late-stage functionalization of pharmaceuticals is also presented. Computational studies demonstrate that the site selectivity of the reaction is dictated by arene electronics.

TOTAL SYNTHESIS OF SEN-215 BY USE OF PALLADIUM CATALYZED CARBONYLATION

The total synthesis of Sen-215 was achieved by use of palladium catalyzed carbonylation.