3940-75-8

Usage

InChI:InChI=1/C16H17NO4/c1-19-13-9-11(10-14(20-2)15(13)21-3)16(18)17-12-7-5-4-6-8-12/h4-10H,1-3H3,(H,17,18)

Upstream product

• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 62-53-3 aniline 
• 118-41-2 Eudesmic acid 
• 100-65-2 N-Phenylhydroxylamine 
• 98-95-3 nitrobenzene 
• 591-50-4 iodobenzene 

Downstream Products

• 138-56-7 Trimethobenzamide 
• 36974-47-7 3,4,5-trimethoxy-N-phenyl-benzimidoyl chloride 

Relevant academic research and scientific papers

Cationic N-Heterocyclic Carbene Copper-Catalyzed [1,3]-Alkoxy Rearrangement of N-Alkoxyanilines

The [1,3]-alkoxy rearrangement reactions of N-alkoxyanilines were efficiently catalyzed by cationic N-heterocyclic carbene (NHC)-Cu catalysts in affording 2-alkoxyaniline derivatives in good to excellent yields with high functional group compatibility. For N-alkoxyanilines having an electron-withdrawing substituent at the meta-position, the alkoxy group selectively migrated to the more hindered ortho-position. In contrast, the alkoxy group migrated to the less hindered ortho-position for N-alkoxyanilines having an electron-donating substituent. Mechanistic studies suggest that the rearrangement reactions proceed via an intramolecular route.

Impact of Functional Groups on the Copper-Initiated N-Arylation of 5-Functionalized Pyrrolidin-2-ones and Their Vinylogues

The electronic effects governing the N-arylation of pyrrolidone were investigated. The generalization of our preliminary findings on a copper(I)-catalyzed Csp2-N coupling process was first improved with a wide variety of aryl and heteroaryl halides and methyl pyroglutamate. The optimized protocol was further extended to pyrrolidin-2-ones substituted at the C5-position with an aryl group bearing an electron-donating or electron-withdrawing group as well as to some of their substituted enaminoester vinylogues. The impact of substituents at the N- and C5-position on these coupling processes seemed to be pivotal for determining both the reaction profiles and yields.

Design, synthesis, biological evaluation, NMR and DFT studies of structurally simplified trimethoxy benzamides as selective P-glycoprotein inhibitors: the role of molecular flatness

In a recent investigation carried out on a panel of trimethoxybenzanilides, we showed that the formation of an intramolecular hydrogen bond is a key element for tuning P-gp inhibitory activity. In this study, we designed new structurally simplified trimet

NEW ACTIVATION OF CARBOXYLIC ACIDS BY REACTION WITH N,N-BIS-(2-OXO-3-OXAZOLIDINYL) PHOSPHORODIAMIDIC CHLORIDE (ClSPO)

Pentacoordinated and quinquevalent phosphorus intermediates, have been isolated by reaction between the title reagent and carboxylic acids, prior to conversion into amides.