(S)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine

CAS: 168960-95-0

Ref. 3D-TGA96095

Produktinformation

• Name: (S)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine
• Synonyme: (8S,9S)-9-Amino-9-deoxyepiquinine, (8α,9S)-6′-Methoxycinchonan-9-amine, (9S)-9-Amino-9-deoxyquinine, 9-Amino-9-deoxyepiquinine, 9S-Amino-9-deoxyepiquinine, 9S-Amino-9-deoxyquinine, Cinchonan-9-amine, 6′-methoxy-, (8α,9S)-

Beschreibung

(S)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine (1) is a chiral β-unsaturated ketone that can be synthesized by the organocatalytic desymmetrization of acetaldehyde. It is an iminium compound with a primary amine and an organocatalyst. The reaction mechanism for this process is as follows:

Mechanism:

The first step in the mechanism is the formation of the iminium ion from the addition of acetaldehyde to a secondary amine. The next step is closure of the iminium ion to form an enamine. In this step, the nucleophile attacks at either C or C, depending on whether it is protonated or not. The final step in this mechanism is hydrolysis to release water and

• Marke: Biosynth

Chemische Eigenschaften

• Molekulargewicht: 323.4 g/mol
• Formel: C₂₀H₂₅N₃O
• Reinheit: Min. 95%