3-[[(Z)-2-(1,1-Dimethyl-2-propenyl)-5-(3-methyl-2-butenyl)-1H-indol-3-yl]methylene]-6-methylene-2,5-piperazinedione

Base Information

Chemical Name:3-[[(Z)-2-(1,1-Dimethyl-2-propenyl)-5-(3-methyl-2-butenyl)-1H-indol-3-yl]methylene]-6-methylene-2,5-piperazinedione
CAS No.:60422-88-0
Molecular Formula:C24H27N3O2
Molecular Weight:389.49
Hs Code.:
Mol file:60422-88-0.mol

Synonyms:(3Z)-3-((2-(1,1-Dimethyl-2-propen-1-yl)-5-(3-methyl-2-buten-1-yl)-1H-indol-3-yl)methylene)-6-methylene-2,5-piperazinedione;Isoechinulin B;2,5-Piperazinedione,3-((2-(1,1-dimethyl-2-propen-1-yl)-5-(3-methyl-2-buten-1-yl)-1H-indol-3-yl)methylene)-6-methylene-,(3Z)-;

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Chemical Property of 3-[[(Z)-2-(1,1-Dimethyl-2-propenyl)-5-(3-methyl-2-butenyl)-1H-indol-3-yl]methylene]-6-methylene-2,5-piperazinedione

Chemical Property:

PSA：81.51000
LogP:2.75590

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

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Technology Process of 3-[[(Z)-2-(1,1-Dimethyl-2-propenyl)-5-(3-methyl-2-butenyl)-1H-indol-3-yl]methylene]-6-methylene-2,5-piperazinedione

There total 10 articles about 3-[[(Z)-2-(1,1-Dimethyl-2-propenyl)-5-(3-methyl-2-butenyl)-1H-indol-3-yl]methylene]-6-methylene-2,5-piperazinedione 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: 39.0%

: 64395-12-6
3-methylene-piperazine-2,5-dione

: 1273324-99-4
C₁₉H₂₃NO

: 60422-88-0
isoechinulin B

Guidance literature:: With piperidine; at 110 ℃; for 7h; Inert atmosphere; sealed tube;
DOI:10.1002/anie.201006154

Reference yield:

: 10075-50-0
5-bromo-1H-indole

: 60422-88-0
isoechinulin B

Guidance literature:: Multi-step reaction with 6 steps

1.1: triphenylphosphine; palladium dichloride / N,N-dimethyl-formamide / 14 h / 120 °C / Inert atmosphere

2.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

3.1: N-chloro-succinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C / Inert atmosphere

4.1: triethylamine / tetrahydrofuran / 3.5 h / 20 °C / Inert atmosphere

5.1: trichlorophosphate / 0.33 h / 0 °C / Inert atmosphere

5.2: 3 h / 0 - 20 °C / Inert atmosphere

5.3: 0.33 h / 60 °C / pH 8 / Inert atmosphere

6.1: piperidine / 7 h / 110 °C / Inert atmosphere; sealed tube

With piperidine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; N-chloro-succinimide; triethylamine; triphenylphosphine; palladium dichloride; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 5.1: Vilsmeier formylation / 5.2: Vilsmeier formylation / 5.3: Vilsmeier formylation;
DOI:10.1002/anie.201006154

Reference yield:

: 32962-26-8
5-(3-methylbut-2-enyl)-1H-indole

: 60422-88-0
isoechinulin B

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-chloro-succinimide / N,N-dimethyl-formamide / 3.5 h / 20 °C / Inert atmosphere

2.1: triethylamine / tetrahydrofuran / 3.5 h / 20 °C / Inert atmosphere

3.1: trichlorophosphate / 0.33 h / 0 °C / Inert atmosphere

3.2: 3 h / 0 - 20 °C / Inert atmosphere

3.3: 0.33 h / 60 °C / pH 8 / Inert atmosphere

4.1: piperidine / 7 h / 110 °C / Inert atmosphere; sealed tube

With piperidine; N-chloro-succinimide; triethylamine; trichlorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; 3.1: Vilsmeier formylation / 3.2: Vilsmeier formylation / 3.3: Vilsmeier formylation;
DOI:10.1002/anie.201006154