[3-(4-chlorophenyl)-6-methyl-6,11-dihydro-5H-indolizino [6,7-b]indole-1,2-diyl]bis(methylene)bis(ethylcarbamate)

Base Information

Chemical Name:[3-(4-chlorophenyl)-6-methyl-6,11-dihydro-5H-indolizino [6,7-b]indole-1,2-diyl]bis(methylene)bis(ethylcarbamate)
CAS No.:1422377-16-9
Molecular Formula:C₂₉H₃₁ClN₄O₄
Molecular Weight:535.043
Hs Code.:

Synonyms:[3-(4-chlorophenyl)-6-methyl-6,11-dihydro-5H-indolizino [6,7-b]indole-1,2-diyl]bis(methylene)bis(ethylcarbamate)

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Chemical Property of [3-(4-chlorophenyl)-6-methyl-6,11-dihydro-5H-indolizino [6,7-b]indole-1,2-diyl]bis(methylene)bis(ethylcarbamate)

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Technology Process of [3-(4-chlorophenyl)-6-methyl-6,11-dihydro-5H-indolizino [6,7-b]indole-1,2-diyl]bis(methylene)bis(ethylcarbamate)

There total 10 articles about [3-(4-chlorophenyl)-6-methyl-6,11-dihydro-5H-indolizino [6,7-b]indole-1,2-diyl]bis(methylene)bis(ethylcarbamate) 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: 58.0%

: 1422377-07-8
(3-(4-chlorophenyl)-6-methyl-6,11-dihydro-5H-indolizino[6,7-b]indole-1,2-diyl)dimethanol

: 109-90-0
ethyl isocyanate

: 1422377-16-9
[3-(4-chlorophenyl)-6-methyl-6,11-dihydro-5H-indolizino [6,7-b]indole-1,2-diyl]bis(methylene)bis(ethylcarbamate)

Guidance literature:: With triethylamine; at 20 ℃; Inert atmosphere;
DOI:10.1021/jm301788a

Reference yield:

: 1422376-98-4
dimethyl 3-(4-chlorophenyl)-6-methyl-6,11-dihydro-5H-indolizino-[6,7-b]indole-1,2-dicarboxylate

: 1422377-16-9
[3-(4-chlorophenyl)-6-methyl-6,11-dihydro-5H-indolizino [6,7-b]indole-1,2-diyl]bis(methylene)bis(ethylcarbamate)

Guidance literature:: Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / diethyl ether; dichloromethane / 0.5 h / -5 - 0 °C

2: triethylamine / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1021/jm301788a

Reference yield:

: 7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8
(S)-tryptophan methyl ester hydrochloride

: 1422377-16-9
[3-(4-chlorophenyl)-6-methyl-6,11-dihydro-5H-indolizino [6,7-b]indole-1,2-diyl]bis(methylene)bis(ethylcarbamate)

Guidance literature:: Multi-step reaction with 6 steps

1.1: water; methanol / 5 h / 20 °C

2.1: triethylamine / tetrahydrofuran / 9 h / Reflux

3.1: sodium hydride / mineral oil; tetrahydrofuran / 0.25 h / 0 - 5 °C

3.2: 9 h / 0 - 20 °C

3.3: pH 6

4.1: acetic anhydride / 60 - 75 °C

5.1: lithium aluminium tetrahydride / diethyl ether; dichloromethane / 0.5 h / -5 - 0 °C

6.1: triethylamine / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; acetic anhydride; sodium hydride; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; mineral oil; 1.1: |Pictet-Spengler Synthesis;
DOI:10.1021/jm301788a