5-allylamino-1-(chloromethyl)-3-[(2E)-3-(4-methoxyphenyl)-2-propenoyl]-1,2-dihydro-3H-benzo[e]indole

Base Information

Chemical Name:5-allylamino-1-(chloromethyl)-3-[(2E)-3-(4-methoxyphenyl)-2-propenoyl]-1,2-dihydro-3H-benzo[e]indole
CAS No.:483349-31-1
Molecular Formula:C₂₆H₂₅ClN₂O₂
Molecular Weight:432.95
Hs Code.:

Synonyms:5-allylamino-1-(chloromethyl)-3-[(2E)-3-(4-methoxyphenyl)-2-propenoyl]-1,2-dihydro-3H-benzo[e]indole

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Chemical Property of 5-allylamino-1-(chloromethyl)-3-[(2E)-3-(4-methoxyphenyl)-2-propenoyl]-1,2-dihydro-3H-benzo[e]indole

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Technology Process of 5-allylamino-1-(chloromethyl)-3-[(2E)-3-(4-methoxyphenyl)-2-propenoyl]-1,2-dihydro-3H-benzo[e]indole

There total 11 articles about 5-allylamino-1-(chloromethyl)-3-[(2E)-3-(4-methoxyphenyl)-2-propenoyl]-1,2-dihydro-3H-benzo[e]indole 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%

: 830-09-1
3-(4'-methoxyphenyl)propenoic acid

: 483349-29-7
5-[allyl(tert-butyloxycarbonyl)amino]-3-(tert-butyloxycarbonyl)-1-(chloromethyl)-1,2-dihydro-3H-benzo[e]indole

: 483349-31-1
5-allylamino-1-(chloromethyl)-3-[(2E)-3-(4-methoxyphenyl)-2-propenoyl]-1,2-dihydro-3H-benzo[e]indole

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In 2,4-dichlorophenoxyacetic acid dimethylamine; at 20 ℃;

Reference yield:

: 605-69-6
1-hydroxy-2,4-dinitronaphthalene

: 483349-31-1
5-allylamino-1-(chloromethyl)-3-[(2E)-3-(4-methoxyphenyl)-2-propenoyl]-1,2-dihydro-3H-benzo[e]indole

Guidance literature:: Multi-step reaction with 11 steps

1: 89 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 91 percent / NaI / ethyl acetate / 2 h / Heating

3: SnCl₂*2H₂O / ethyl acetate / 0.5 h / Heating

4: 0.916 g / tetrahydrofuran / 5 h / Heating

5: 81 percent / N-iodosuccinimide; TsOH*H₂O / tetrahydrofuran; methanol / 4 h / -78 - 20 °C

6: 100 percent / NaH / dimethylformamide / 2 h / 0 - 20 °C

7: Bu₃SnH / benzene / 2.25 h / 60 °C

8: 94 percent / Zn / tetrahydrofuran; acetic acid; H₂O / 10 h / 70 °C

9: 90 percent / PPh₃; CCl₄ / CH₂Cl₂ / 2 h / 20 °C

10: trifluoroacetic acid / 2 h / 0 °C

11: 980 mg / EDCI*HCl / 20 °C

With tetrachloromethane; N-iodo-succinimide; tri-n-butyl-tin hydride; sodium hydride; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; trifluoroacetic acid; sodium iodide; tin(ll) chloride; zinc; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo0263115

Reference yield:

: 4112-02-1
1-iodo-2,4-dinitronaphthalene

: 483349-31-1
5-allylamino-1-(chloromethyl)-3-[(2E)-3-(4-methoxyphenyl)-2-propenoyl]-1,2-dihydro-3H-benzo[e]indole

Guidance literature:: Multi-step reaction with 9 steps

1: SnCl₂*2H₂O / ethyl acetate / 0.5 h / Heating

2: 0.916 g / tetrahydrofuran / 5 h / Heating

3: 81 percent / N-iodosuccinimide; TsOH*H₂O / tetrahydrofuran; methanol / 4 h / -78 - 20 °C

4: 100 percent / NaH / dimethylformamide / 2 h / 0 - 20 °C

5: Bu₃SnH / benzene / 2.25 h / 60 °C

6: 94 percent / Zn / tetrahydrofuran; acetic acid; H₂O / 10 h / 70 °C

7: 90 percent / PPh₃; CCl₄ / CH₂Cl₂ / 2 h / 20 °C

8: trifluoroacetic acid / 2 h / 0 °C

9: 980 mg / EDCI*HCl / 20 °C

With tetrachloromethane; N-iodo-succinimide; tri-n-butyl-tin hydride; sodium hydride; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; trifluoroacetic acid; tin(ll) chloride; zinc; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo0263115