rel-(2R,4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)-6-oxooctahydro-4H-quinolizin-2-yl S-methyl dithiocarbonate

Base Information

Chemical Name:rel-(2R,4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)-6-oxooctahydro-4H-quinolizin-2-yl S-methyl dithiocarbonate
CAS No.:80696-97-5
Molecular Formula:C₁₉H₂₄BrNO₄S₂
Molecular Weight:474.44
Hs Code.:

Synonyms:rel-(2R,4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)-6-oxooctahydro-4H-quinolizin-2-yl S-methyl dithiocarbonate

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Chemical Property of rel-(2R,4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)-6-oxooctahydro-4H-quinolizin-2-yl S-methyl dithiocarbonate

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Technology Process of rel-(2R,4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)-6-oxooctahydro-4H-quinolizin-2-yl S-methyl dithiocarbonate

There total 10 articles about rel-(2R,4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)-6-oxooctahydro-4H-quinolizin-2-yl S-methyl dithiocarbonate 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

: 80696-97-5
rel-(2R,4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)-6-oxooctahydro-4H-quinolizin-2-yl S-methyl dithiocarbonate

Guidance literature:: Multi-step reaction with 5 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: 1.) sodium hydride, imidazole / 1.) THF, 60 deg C, 30 min, 2.) 60 deg C, 30 min

5: tetrahydrofuran / 0.5 h / 60 °C

With 1H-imidazole; sodium hydroxide; formic acid; trimethylaluminum; sodium hydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00347a036

Reference yield:

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

: 80696-97-5
rel-(2R,4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)-6-oxooctahydro-4H-quinolizin-2-yl S-methyl dithiocarbonate

Guidance literature:: Multi-step reaction with 6 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: 1.) sodium hydride, imidazole / 1.) THF, 60 deg C, 30 min, 2.) 60 deg C, 30 min

6: tetrahydrofuran / 0.5 h / 60 °C

With 1H-imidazole; sodium hydroxide; n-butyllithium; formic acid; trimethylaluminum; sodium hydride; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; 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

: 80696-97-5
rel-(2R,4S,10R)-4-(6-bromo-3,4-dimethoxyphenyl)-6-oxooctahydro-4H-quinolizin-2-yl S-methyl dithiocarbonate

Guidance literature:: Multi-step reaction with 4 steps

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

2: 98 percent / 3N aq. sodium hydroxide / methanol / 1.25 h / Ambient temperature

3: 1.) sodium hydride, imidazole / 1.) THF, 60 deg C, 30 min, 2.) 60 deg C, 30 min

4: tetrahydrofuran / 0.5 h / 60 °C

With 1H-imidazole; sodium hydroxide; formic acid; sodium hydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00347a036