5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-[(E)-4-(dimethylaminomethyl)cinnamoyl]-1,2-dihydro-3H-benzo[e]indole

Base Information

Chemical Name:5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-[(E)-4-(dimethylaminomethyl)cinnamoyl]-1,2-dihydro-3H-benzo[e]indole
CAS No.:1017278-82-8
Molecular Formula:C₃₅H₄₂ClN₃O₅
Molecular Weight:620.189
Hs Code.:

Synonyms:5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-[(E)-4-(dimethylaminomethyl)cinnamoyl]-1,2-dihydro-3H-benzo[e]indole

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Chemical Property of 5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-[(E)-4-(dimethylaminomethyl)cinnamoyl]-1,2-dihydro-3H-benzo[e]indole

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Technology Process of 5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-[(E)-4-(dimethylaminomethyl)cinnamoyl]-1,2-dihydro-3H-benzo[e]indole

There total 6 articles about 5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-[(E)-4-(dimethylaminomethyl)cinnamoyl]-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:

: 1017279-88-7
(E)-4-(dimethylaminomethyl)cinnamoyl chloride

: 1017279-50-3
C₂₃H₂₉ClN₂O₄

: 1017278-82-8
5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-[(E)-4-(dimethylaminomethyl)cinnamoyl]-1,2-dihydro-3H-benzo[e]indole

Guidance literature:: (E)-4-(dimethylaminomethyl)cinnamoyl chloride; C₂₃H₂₉ClN₂O₄; With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.75h;

With potassium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 12h;
DOI:10.1016/j.bmc.2011.12.007

Reference yield:

: 1017278-95-3
(E)-4-(dimethylaminomethyl)cinnamic acid hydrochloride

: 1017278-82-8
5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-[(E)-4-(dimethylaminomethyl)cinnamoyl]-1,2-dihydro-3H-benzo[e]indole

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide; acetonitrile / 5.5 h / 20 °C

2.1: triethylamine / tetrahydrofuran / 0.75 h / 20 °C

2.2: 12 h / 20 °C

With oxalyl dichloride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2011.12.007

Reference yield:

: 1017279-66-1
methyl (E)-4-(dimethylaminomethyl)cinnamate

: 1017278-82-8
5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-[(E)-4-(dimethylaminomethyl)cinnamoyl]-1,2-dihydro-3H-benzo[e]indole

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / methanol; water / 2 h / Reflux

1.2: 20 °C

2.1: oxalyl dichloride / N,N-dimethyl-formamide; acetonitrile / 5.5 h / 20 °C

3.1: triethylamine / tetrahydrofuran / 0.75 h / 20 °C

3.2: 12 h / 20 °C

With oxalyl dichloride; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2011.12.007