rel-(4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizin-2,6-dione

Base Information

Chemical Name:rel-(4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizin-2,6-dione
CAS No.:80696-95-3
Molecular Formula:C₁₇H₂₀BrNO₄
Molecular Weight:382.254
Hs Code.:

Synonyms:rel-(4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizin-2,6-dione

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of rel-(4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizin-2,6-dione

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Technology Process of rel-(4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizin-2,6-dione

There total 8 articles about rel-(4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizin-2,6-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

: 80696-94-2
rel-(2R,4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)-2-hydroxyoctahydro-4H-quinolizin-6-one

: 80696-95-3
rel-(4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizin-2,6-dione

Guidance literature:: With jones reagent; In acetone; at -15 ℃; for 1h;
DOI:10.1021/jo00347a036

Reference yield:

: 23068-91-9
methyl 5,5-dimethoxyvalerate

: 80696-95-3
rel-(4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizin-2,6-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) trimethylaluminum / 1.) dichloromethane + heptane, RT, 30 min, 2.) reflux, 20 h

2: formic acid / CH₂Cl₂ / 4 h / Ambient temperature

3: 98 percent / 3N aq. sodium hydroxide / methanol / 1.25 h / Ambient temperature

4: 79 percent / Jones reagent / acetone / 1 h / -15 °C

With sodium hydroxide; formic acid; jones reagent; trimethylaluminum; In methanol; dichloromethane; acetone;
DOI:10.1021/jo00347a036

Reference yield:

: 5392-10-9
2-bromo-4,5-dimethoxybenzaldehyde

: 80696-95-3
rel-(4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizin-2,6-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-butyllithium, hexamethyldisilazane / 1.) THF, hexane, RT, 1 h, 2.) ether, RT, 20 min

2: 1.) trimethylaluminum / 1.) dichloromethane + heptane, RT, 30 min, 2.) reflux, 20 h

3: formic acid / CH₂Cl₂ / 4 h / Ambient temperature

4: 98 percent / 3N aq. sodium hydroxide / methanol / 1.25 h / Ambient temperature

5: 79 percent / Jones reagent / acetone / 1 h / -15 °C

With sodium hydroxide; n-butyllithium; formic acid; jones reagent; trimethylaluminum; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; dichloromethane; acetone;
DOI:10.1021/jo00347a036