1394825-78-5

Basic information

• Product Name: benzyl 2-(2-(trifluoromethylthio)-1H-indol-3-yl)ethylcarbamate
• CAS NO: 1394825-78-5
• Molecular Weight: 394.417
• Mol File: 1394825-78-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzyl 2-(2-(trifluoromethylthio)-1H-indol-3-yl)ethylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2-(2-(trifluoromethylthio)-1H-indol-3-yl)ethylcarbamate(1394825-78-5)
• EPA Substance Registry System: benzyl 2-(2-(trifluoromethylthio)-1H-indol-3-yl)ethylcarbamate(1394825-78-5)

Safety Data

• Hazardous Substances Data: 1394825-78-5(Hazardous Substances Data)

Upstream product

• 1045821-71-3 N-[(trifluoromethyl)sulfanyl]aniline 
• 38750-13-9 (2-indol-3-yl-ethyl)-carbamic acid benzyl ester 

Relevant articles and documents

Sequential electrophilic trifluoromethanesulfanylation-cyclization of tryptamine derivatives: Synthesis of C(3)-trifluoromethanesulfanylated hexahydropyrrolo[2,3-b]indoles

A practical and efficient synthesis of C(3)-trifluoromethanesulfanylated hexahydropyrrolo[2,3-b]indoles 5 from tryptamine derivatives was described. The features of this synthesis included electrophilic activation of C(3) of tryptamine derivatives with CF3S+ ? and cascade ring cyclization by carbamate nucleophile attacking at C(2). Surprisingly, when Lewis acid (BF3·OEt2) was used as activator instead of proton acid (TsOH·H2O) for the electrophilic trifluoromethanesulfanylation of tryptamine derivatives, the uncyclized product 6 was formed preferentially. This sequential trifluoromethanesulfanylation- cyclization protocol was used to synthesize several pyrrolidinoindolinic alkaloid analogues. The cytotoxicity activities of these trifluoromethanesulfanylated alkaloid analogues were evaluated against three cancer cell lines (K562, HeLa, L929).