(S)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine
CAS: 168960-95-0
Ref. 3D-TGA96095
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Product Information
- (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)-
(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
Chemical properties
Technical inquiry about: 3D-TGA96095 (S)-(6-Methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanamine
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