108868-37-7

Basic information

• Product Name: 4-bromo-3-(2-acetamido-2-carbomethoxyethen-1-yl)-1-tosylindole
• Synonyms: 4-bromo-3-(2-acetamido-2-carbomethoxyethen-1-yl)-1-tosylindole
• CAS NO: 108868-37-7
• Molecular Weight: 491.362
• Mol File: 108868-37-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-bromo-3-(2-acetamido-2-carbomethoxyethen-1-yl)-1-tosylindole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-3-(2-acetamido-2-carbomethoxyethen-1-yl)-1-tosylindole(108868-37-7)
• EPA Substance Registry System: 4-bromo-3-(2-acetamido-2-carbomethoxyethen-1-yl)-1-tosylindole(108868-37-7)

Safety Data

• Hazardous Substances Data: 108868-37-7(Hazardous Substances Data)

Upstream product

• 35356-70-8 Methyl 2-acetamidoacrylate 
• 90481-83-7 4-bromo-3-iodo-1-tosyl-1H-indole 
• 90481-79-1 4-bromo-3-(chloromercurio)-1-tosylindole 
• 90481-72-4 4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indole 

Downstream Products

• 108894-42-4 3-(2-acetamido-2-carbomethoxyethyl)-4-(3-hydroxy-3-methyl-1-buten-1-yl)-1-tosylindole 
• 108894-43-5 2-Acetylamino-3-[4-((E)-3-methyl-buta-1,3-dienyl)-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid methyl ester 
• 108868-39-9 5-Acetyl-6-(2-methyl-propenyl)-1-(toluene-4-sulfonyl)-5,6-dihydro-1H-azepino[5,4,3-cd]indole-4-carboxylic acid methyl ester 
• 108868-40-2 3-(2-acetamido-2-carbomethoxyethyl)-4-bromo-1-tosylindole 

Relevant articles and documents

New synthetic method for dehydrotryptophan derivatives. Synthetic studies on indoles and related compounds. XXXIV

Dehydrotryptophans (9) having various substituents on the indole ring were synthesized by vinylation of the corresponding indole derivatives (6) with N-acetyldehydroalanine methyl ester (7a) by the use of a stoichiometric amount of palladium salt in aceti

Palladium-Catalyzed Reactions in the Synthesis of 3- and 4-Substituted Indoles. Approaches to Ergot Alkaloids

An efficient synthesis of 4-bromo-1-tosylindole (10) based on the Pd(II)-catalyzed cyclization of an o-ethenylaniline p-toluenesulfonamide has been developed.A Pd(0) oxidative addition-olefin insertion-β-hydride elimination cycle converted 10 to a number of 4-substituted 1-tosylindoles.Selective electrophilic substitutions at the 3-position of 10 provided access to the 3-(chloromercurio)- (18) and 3-iodo-1-tosylindoles (22).Transmetalation to palladium and allyl chloride insertion converted 18 to 3-allyl-4-bromo-1-tosylindole (20) which could be cyclized to the benzindoline 21.A Pd(0) oxidative addition-olefin insertion-β-hydride elimination cycle converted the 3-iodo compound 22 to a number of 4-bromo-3-substituted 1-tosylindoles including 24, a potential precursor to optically active tryptophans.