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

Base Information

Chemical Name:rel-(2R,4S,10R)-2-acetoxy-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizine
CAS No.:53425-27-7
Molecular Formula:C₁₉H₂₆BrNO₄
Molecular Weight:412.324
Hs Code.:

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

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

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

There total 7 articles about rel-(2R,4S,10R)-2-acetoxy-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizine 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:

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

: 53425-27-7
rel-(2R,4S,10R)-2-acetoxy-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizine

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: BH₃*THF / tetrahydrofuran / 2 h / Ambient temperature

4: pyridine / 20 h / Ambient temperature

With pyridine; formic acid; borane-THF; trimethylaluminum; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00347a036

Reference yield:

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

: 53425-27-7
rel-(2R,4S,10R)-2-acetoxy-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizine

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: BH₃*THF / tetrahydrofuran / 2 h / Ambient temperature

5: pyridine / 20 h / Ambient temperature

With pyridine; n-butyllithium; formic acid; borane-THF; trimethylaluminum; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00347a036

Reference yield:

: 80718-98-5
N-<1-(6-bromo-3,4-dimethoxyphenyl)but-3-en-1-yl>-5,5-dimethoxypentanamide

: 53425-27-7
rel-(2R,4S,10R)-2-acetoxy-4-(6-bromo-3,4-dimethoxyphenyl)octahydro-4H-quinolizine

Guidance literature:: Multi-step reaction with 3 steps

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

2: BH₃*THF / tetrahydrofuran / 2 h / Ambient temperature

3: pyridine / 20 h / Ambient temperature

With pyridine; formic acid; borane-THF; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00347a036