1620395-12-1

Basic information

• Product Name: 2-((S,3S)-2-phenyl-1,2,3,4-tetrahydroquinolin-3-yl)isoindoline-1,3-dione
• Synonyms: 2-((S,3S)-2-phenyl-1,2,3,4-tetrahydroquinolin-3-yl)isoindoline-1,3-dione
• CAS NO: 1620395-12-1
• Molecular Weight: 354.408
• Mol File: 1620395-12-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-((S,3S)-2-phenyl-1,2,3,4-tetrahydroquinolin-3-yl)isoindoline-1,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((S,3S)-2-phenyl-1,2,3,4-tetrahydroquinolin-3-yl)isoindoline-1,3-dione(1620395-12-1)
• EPA Substance Registry System: 2-((S,3S)-2-phenyl-1,2,3,4-tetrahydroquinolin-3-yl)isoindoline-1,3-dione(1620395-12-1)

Safety Data

• Hazardous Substances Data: 1620395-12-1(Hazardous Substances Data)

Upstream product

• 102594-89-8 2-(2-phenylquinolin-3-yl)isoindoline-1,3-dione 
• 5443-79-8 3-nitro-2-phenylquinoline 
• 36710-53-9 2-phenyl-quinolin-3-ylamine 

Downstream Products

• 1607449-12-6 (2S,3S)-2-phenyl-1,2,3,4-tetrahydroquinolin-3-amine 

Relevant articles and documents

A palladium-catalyzed quinoline - 3 - amine asymmetric hydrogenation method of synthesizing chiral ring outside amine

The invention discloses a method for synthesizing chiral cyclohexanediamine through asymmetric hydrogenation of palladium-catalyzed quinoline-3-amine. The method is characterized in that bronsted acid is used as an activating agent, and a catalytic system used in the method is a chiral biphosphine complex of palladium. The reaction can be carried out under the following conditions: the reaction temperature ranges from 60 DEG C to 80 DEG C; dichloromethane is used as a reaction reagent; the hydrogen pressure is 20-70 atmospheres; the molar ratio of a substrate to a catalyst is 20:1; palladium trifluoroacetate (Pd(OCOCF3)2) is used as a metal precursor; a chiral biphosphine ligand is used as a chiral ligand; and trifluoroacetic acid (CF3CO2H) is used as an activating agent. Corresponding chiral cyclohexanediamine derivatives can be prepared from quinoline-3-amine, and the enantiomeric excess can be up to 90%. The method is simple and convenient to operate, available in raw material, good in enantioselectivity, high in yield, capable of realizing green atom economy in reaction and environment-friendly.

Synthesis of chiral exocyclic amines by asymmetric hydrogenation of aromatic quinolin-3-amines

Asymmetric hydrogenation of aromatic quinolin-3-amines was successfully developed with up to 94% enantiomeric excess (ee). Introduction of the phthaloyl moiety to the amino group is crucial to eliminate the inhibition effect caused by the substrate and pr