1638769-31-9

Basic information

• Product Name: C₁₇H₂₂N₂O₂
• Synonyms: C₁₇H₂₂N₂O₂
• CAS NO: 1638769-31-9
• Molecular Weight: 286.374
• Mol File: 1638769-31-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₇H₂₂N₂O₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₇H₂₂N₂O₂(1638769-31-9)
• EPA Substance Registry System: C₁₇H₂₂N₂O₂(1638769-31-9)

Safety Data

• Hazardous Substances Data: 1638769-31-9(Hazardous Substances Data)

Upstream product

• 86915-22-2 7-bromo-3-methyl-1H-indole 

Relevant articles and documents

Total syntheses of indolactam alkaloids (-)-indolactam V, (-)-pendolmycin, (-)-lyngbyatoxin A, and (-)-teleocidin A-2

We report the total syntheses of (-)-indolactam V and the C7-substituted indolactam alkaloids (-)-pendolmycin, (-)-lyngbyatoxin A, and (-)-teleocidin A-2. The strategy for preparing indolactam V relies on a distortion-controlled indolyne functionalization reaction to establish the C4-N linkage, in addition to an intramolecular conjugate addition to build the conformationally-flexible nine-membered ring. The total synthesis of indolactam V then sets the stage for the divergent synthesis of the other targeted alkaloids. Specifically, late-stage sp2-sp3 cross-couplings on an indolactam V derivative are used to introduce the key C7 substituents and the necessary quaternary carbons. These challenging couplings, in addition to other delicate manipulations, all proceed in the presence of a basic tertiary amine, an unprotected secondary amide, and an unprotected indole. Thus, our approach not only enables the enantiospecific total syntheses of four indolactam alkaloids, but also serves as a platform for probing complexity-generating and chemoselective transformations in the context of alkaloid total synthesis. This journal is the Partner Organisations 2014.