4-oxo-3,3-bis(phenylthio)-12-(p-toluenesulfonyl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine

Base Information

Chemical Name:4-oxo-3,3-bis(phenylthio)-12-(p-toluenesulfonyl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine
CAS No.:145471-62-1
Molecular Formula:C₃₄H₃₀N₂O₃S₃
Molecular Weight:610.822
Hs Code.:

Synonyms:4-oxo-3,3-bis(phenylthio)-12-(p-toluenesulfonyl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine

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Chemical Property of 4-oxo-3,3-bis(phenylthio)-12-(p-toluenesulfonyl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine

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Technology Process of 4-oxo-3,3-bis(phenylthio)-12-(p-toluenesulfonyl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine

There total 5 articles about 4-oxo-3,3-bis(phenylthio)-12-(p-toluenesulfonyl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]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: 87.0%

: 84406-16-6
3,3-Bis-phenylsulfanyl-2,3,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-4-one

: 98-59-9
p-toluenesulfonyl chloride

: 145471-62-1
4-oxo-3,3-bis(phenylthio)-12-(p-toluenesulfonyl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine

Guidance literature:: With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate;
DOI:10.1016/S0040-4039(00)61005-5

Reference yield: 81.0%

: 1212-08-4
S-Phenyl benzenethiosulfonate

: 4-oxo-12-(p-toluenesulfonyl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine

: 145471-62-1
4-oxo-3,3-bis(phenylthio)-12-(p-toluenesulfonyl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine

Guidance literature:: 4-oxo-12-(p-toluenesulfonyl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

S-Phenyl benzenethiosulfonate; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;
DOI:10.1002/chem.201501912

Reference yield:

: 4942-85-2
1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-4-one

: 145471-62-1
4-oxo-3,3-bis(phenylthio)-12-(p-toluenesulfonyl)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LDA / 1.) -78 deg C, 2.) -30 -> 0 deg C

2: 87 percent / 12 N NaOH / n-Bu₄N⁽¹⁺⁾*HSO₄^(1-)

With sodium hydroxide; lithium diisopropyl amide; tetra(n-butyl)ammonium hydrogensulfate;
DOI:10.1016/S0040-4039(00)61005-5