(1S,12bR)-1-(2-(benzyloxy)ethyl)-1-ethyl-1,4,6,7,12,12b-hexahydroindolo[2,3-a]quinolizine

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Chemical Name:(1S,12bR)-1-(2-(benzyloxy)ethyl)-1-ethyl-1,4,6,7,12,12b-hexahydroindolo[2,3-a]quinolizine
CAS No.:1395097-94-5
Molecular Formula:C₂₆H₃₀N₂O
Molecular Weight:386.537
Hs Code.:

Synonyms:(1S,12bR)-1-(2-(benzyloxy)ethyl)-1-ethyl-1,4,6,7,12,12b-hexahydroindolo[2,3-a]quinolizine

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Chemical Property of (1S,12bR)-1-(2-(benzyloxy)ethyl)-1-ethyl-1,4,6,7,12,12b-hexahydroindolo[2,3-a]quinolizine

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Technology Process of (1S,12bR)-1-(2-(benzyloxy)ethyl)-1-ethyl-1,4,6,7,12,12b-hexahydroindolo[2,3-a]quinolizine

There total 11 articles about (1S,12bR)-1-(2-(benzyloxy)ethyl)-1-ethyl-1,4,6,7,12,12b-hexahydroindolo[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: 83.0%

: 1395097-93-4
(R)-2-allyl-1-((S,E)-1-(benzyloxy)-3-ethylhex-4-en-3-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

: 1395097-94-5
(1S,12bR)-1-(2-(benzyloxy)ethyl)-1-ethyl-1,4,6,7,12,12b-hexahydroindolo[2,3-a]quinolizine

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.1055/s-0031-1291143

Reference yield:

: 1395097-86-5
(S,E)-4-((methoxymethoxy)methyl)hex-3-en-2-ol

: 1395097-94-5
(1S,12bR)-1-(2-(benzyloxy)ethyl)-1-ethyl-1,4,6,7,12,12b-hexahydroindolo[2,3-a]quinolizine

Guidance literature:: Multi-step reaction with 8 steps

1.1: propionic acid / toluene / 15 h / 120 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.67 h / 0 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

4.1: pyridinium p-toluenesulfonate / ethanol / 12 h / Reflux; Inert atmosphere

5.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 8 h / -78 - -20 °C / Inert atmosphere

7.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / Inert atmosphere

8.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 5 h / 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; propionic acid; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil; 1.1: Johnson-Claisen rearrangement / 6.1: Pictet-Spengler cyclisation / 8.1: Ring closing metathesis;
DOI:10.1055/s-0031-1291143

Reference yield:

: 1395097-83-2
(S,E)-ethyl 4-((tert-butyldimethylsilyl)oxy)-2-ethylpent-2-enoate

: 1395097-94-5
(1S,12bR)-1-(2-(benzyloxy)ethyl)-1-ethyl-1,4,6,7,12,12b-hexahydroindolo[2,3-a]quinolizine

Guidance literature:: Multi-step reaction with 11 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 1.17 h / -78 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 6 h / 0 - 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

4.1: propionic acid / toluene / 15 h / 120 °C / Inert atmosphere

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.67 h / 0 °C / Inert atmosphere

6.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

6.2: 2 h / 20 °C / Inert atmosphere

7.1: pyridinium p-toluenesulfonate / ethanol / 12 h / Reflux; Inert atmosphere

8.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

9.1: trifluoroacetic acid / dichloromethane / 8 h / -78 - -20 °C / Inert atmosphere

10.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / Inert atmosphere

11.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 5 h / 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; propionic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil; 4.1: Johnson-Claisen rearrangement / 9.1: Pictet-Spengler cyclisation / 11.1: Ring closing metathesis;
DOI:10.1055/s-0031-1291143