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

Base Information

Chemical Name:3-ethyl-3-hydroxy-12-(toluene-4-sulfonyl)-3,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-one
CAS No.:920515-42-0
Molecular Formula:C₂₄H₂₆N₂O₄S
Molecular Weight:438.547
Hs Code.:

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

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

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

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

There total 11 articles about 3-ethyl-3-hydroxy-12-(toluene-4-sulfonyl)-3,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-one 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: 50.0%

: 920515-41-9
3-ethyl-12-(toluene-4-sulfonyl)-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizine-2,3-diol

: 920515-42-0
3-ethyl-3-hydroxy-12-(toluene-4-sulfonyl)-3,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-one

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -60 ℃;
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

: 920515-42-0
3-ethyl-3-hydroxy-12-(toluene-4-sulfonyl)-3,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-one

Guidance literature:: Multi-step reaction with 6 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

5: 69 percent / K₃Fe(CN)6; K₂CO₃ / OsO₄ / 2-methyl-propan-2-ol; H₂O / 24 h / 20 °C

6: 50 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -60 °C

With sodium hydroxide; oxalyl dichloride; tetra(n-butyl)ammonium hydrogensulfate; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; potassium hexacyanoferrate(III); tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; osmium(VIII) oxide; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol; benzene; 3: Wittig olefination / 6: Swern oxidation;
DOI:10.1016/j.tetlet.2006.10.106

Reference yield:

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

: 920515-42-0
3-ethyl-3-hydroxy-12-(toluene-4-sulfonyl)-3,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 69 percent / K₃Fe(CN)6; K₂CO₃ / OsO₄ / 2-methyl-propan-2-ol; H₂O / 24 h / 20 °C

2: 50 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / -60 °C

With oxalyl dichloride; potassium carbonate; dimethyl sulfoxide; triethylamine; potassium hexacyanoferrate(III); osmium(VIII) oxide; In dichloromethane; water; tert-butyl alcohol; 2: Swern oxidation;
DOI:10.1016/j.tetlet.2006.10.106