5-(Acetamido)-N-[2-[1-(chloromethyl)-5-hydroxy-1,2-dihydro-3H-benzo[e]indol-3-ylcarbonyl]-1H-indol-5-yl]-1H-indole-2-carboxamide

Base Information

Chemical Name:5-(Acetamido)-N-[2-[1-(chloromethyl)-5-hydroxy-1,2-dihydro-3H-benzo[e]indol-3-ylcarbonyl]-1H-indol-5-yl]-1H-indole-2-carboxamide
CAS No.:199806-33-2
Molecular Formula:C₃₃H₂₆ClN₅O₄
Molecular Weight:592.054
Hs Code.:

Synonyms:

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Chemical Property of 5-(Acetamido)-N-[2-[1-(chloromethyl)-5-hydroxy-1,2-dihydro-3H-benzo[e]indol-3-ylcarbonyl]-1H-indol-5-yl]-1H-indole-2-carboxamide

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Technology Process of 5-(Acetamido)-N-[2-[1-(chloromethyl)-5-hydroxy-1,2-dihydro-3H-benzo[e]indol-3-ylcarbonyl]-1H-indol-5-yl]-1H-indole-2-carboxamide

There total 9 articles about 5-(Acetamido)-N-[2-[1-(chloromethyl)-5-hydroxy-1,2-dihydro-3H-benzo[e]indol-3-ylcarbonyl]-1H-indol-5-yl]-1H-indole-2-carboxamide 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: 80.0%

: 199806-33-2
3-[[5-[[5-(Acetamino)-1H-indol-2-ylcarbonyl]amino]-1H-indol-2-yl]carbonyl]-1-(chloromethyl)-5-hydroxy-1,2-dihydro-3H-benz[e]indole

Guidance literature:

Reference yield: 39.0%

: 3-chloro-2-chloromethyl-2,3-dihydro-1H-benzo[e]indol-5-ol

: 199805-82-8
5-[(5-acetamido-1H-indol-2-ylcarbonyl)amino]-1H-indole-2-carboxylic acid

: 199806-33-2
3-[[5-[[5-(Acetamino)-1H-indol-2-ylcarbonyl]amino]-1H-indol-2-yl]carbonyl]-1-(chloromethyl)-5-hydroxy-1,2-dihydro-3H-benz[e]indole

Guidance literature:: 3-chloro-2-chloromethyl-2,3-dihydro-1H-benzo[e]indol-5-ol; With hydrogenchloride; In ethyl acetate; at 20 ℃; for 0.5h;

5-[(5-acetamido-1H-indol-2-ylcarbonyl)amino]-1H-indole-2-carboxylic acid; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; Further stages.;
DOI:10.1021/jm0203433

Reference yield:

: 16732-57-3
5-nitro-indole-2-carboxylic acid ethyl ester

: 199806-33-2
3-[[5-[[5-(Acetamino)-1H-indol-2-ylcarbonyl]amino]-1H-indol-2-yl]carbonyl]-1-(chloromethyl)-5-hydroxy-1,2-dihydro-3H-benz[e]indole

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / 5percent Pd/C / ethyl acetate / 1 h / 20 °C / 3102.97 Torr

2: ethyl acetate / 1 h / 20 °C

3: 71 percent / 3 N aq. NaOH / methanol / 20 °C

4: 69 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / 20 °C

5: 48 percent / aq. NaOH / methanol; dimethylformamide / 20 °C

6: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / dimethylformamide / 20 °C

With sodium hydroxide; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 5percent Pd/C; In methanol; ethyl acetate; N,N-dimethyl-formamide; 1: Catalytic hydrogenation / 2: Acetylation / 3: Hydrolysis / 4: Acylation / 5: Hydrolysis / 6: Acylation;
DOI:10.1021/jm990514c