3-ethyl-12-(toluene-4-sulfonyl)-1,4,6,7,12,12b-hexahydro-indolo[2,3-a]quinolizine

Base Information

Chemical Name:3-ethyl-12-(toluene-4-sulfonyl)-1,4,6,7,12,12b-hexahydro-indolo[2,3-a]quinolizine
CAS No.:920515-45-3
Molecular Formula:C₂₄H₂₆N₂O₂S
Molecular Weight:406.549
Hs Code.:

3-ethyl-12-(toluene-4-sulfonyl)-1,4,6,7,12,12b-hexahydro-indolo[2,3-<i>a</i>]quinolizine

Synonyms:3-ethyl-12-(toluene-4-sulfonyl)-1,4,6,7,12,12b-hexahydro-indolo[2,3-a]quinolizine

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Chemical Property of 3-ethyl-12-(toluene-4-sulfonyl)-1,4,6,7,12,12b-hexahydro-indolo[2,3-a]quinolizine

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Technology Process of 3-ethyl-12-(toluene-4-sulfonyl)-1,4,6,7,12,12b-hexahydro-indolo[2,3-a]quinolizine

There total 9 articles about 3-ethyl-12-(toluene-4-sulfonyl)-1,4,6,7,12,12b-hexahydro-indolo[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%

: 920515-44-2
1-allyl-2-(2-ethyl-allyl)-9-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carboline

: 920515-45-3
3-ethyl-12-(toluene-4-sulfonyl)-1,4,6,7,12,12b-hexahydro-indolo[2,3-a]quinolizine

Guidance literature:: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at 80 ℃; for 3h;
DOI:10.1016/j.tetlet.2006.10.106

Reference yield:

: 920515-40-8
[2-(2-ethyl-allyl)-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl]-acetic acid methyl ester

: 920515-45-3
3-ethyl-12-(toluene-4-sulfonyl)-1,4,6,7,12,12b-hexahydro-indolo[2,3-a]quinolizine

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / NaOH; TBAHSO₄ / benzene / 0.33 h / 20 °C

2: DIBAL-H / CH₂Cl₂ / 2 h / -78 °C

3: tetrahydrofuran / 12 h / 20 °C

4: 87 percent / Grubbs' 2nd. generation catalyst / toluene / 3 h / 80 °C

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; diisobutylaluminium hydride; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; toluene; benzene; 3: Wittig olefination;
DOI:10.1016/j.tetlet.2006.10.106

Reference yield:

: 920515-43-1
[2-(2-ethyl-allyl)-9-(toluene-4-sulfonyl)-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl]-acetic acid methyl ester

: 920515-45-3
3-ethyl-12-(toluene-4-sulfonyl)-1,4,6,7,12,12b-hexahydro-indolo[2,3-a]quinolizine

Guidance literature:: Multi-step reaction with 3 steps

1: DIBAL-H / CH₂Cl₂ / 2 h / -78 °C

2: tetrahydrofuran / 12 h / 20 °C

3: 87 percent / Grubbs' 2nd. generation catalyst / toluene / 3 h / 80 °C

With diisobutylaluminium hydride; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; toluene; 2: Wittig olefination;
DOI:10.1016/j.tetlet.2006.10.106