5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-{(E)-3-[4-({methyl[(1-methyl-5-nitro-2-pyrrolyl)methyl]amino}methyl)phenyl]-2-propenoyl}-1,2-dihydro-3H-benzo[e]indole

Base Information

• Chemical Name: 5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-{(E)-3-[4-({methyl[(1-methyl-5-nitro-2-pyrrolyl)methyl]amino}methyl)phenyl]-2-propenoyl}-1,2-dihydro-3H-benzo[e]indole
• CAS No.: 1017278-92-0
• Molecular Formula: C₄₀H₄₆ClN₅O₇
• Molecular Weight: 744.288
• Mol file: 1017278-92-0.mol

Synonyms:5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-{(E)-3-[4-({methyl[(1-methyl-5-nitro-2-pyrrolyl)methyl]amino}methyl)phenyl]-2-propenoyl}-1,2-dihydro-3H-benzo[e]indole

Chemical Property of 5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-{(E)-3-[4-({methyl[(1-methyl-5-nitro-2-pyrrolyl)methyl]amino}methyl)phenyl]-2-propenoyl}-1,2-dihydro-3H-benzo[e]indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-{(E)-3-[4-({methyl[(1-methyl-5-nitro-2-pyrrolyl)methyl]amino}methyl)phenyl]-2-propenoyl}-1,2-dihydro-3H-benzo[e]indole

There total 11 articles about 5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-{(E)-3-[4-({methyl[(1-methyl-5-nitro-2-pyrrolyl)methyl]amino}methyl)phenyl]-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:

C17H18ClN3O3 (1017279-91-2) + C23H29ClN2O4 (1017279-50-3) → 5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-{(E)-3-[4-({methyl[(1-methyl-5-nitro-2-pyrrolyl)methyl]amino}methyl)phenyl]-2-propenoyl}-1,2-dihydro-3H-benzo[e]indole (1017278-92-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2011.12.007

Reference yield:

2-(bromomethyl)-1-methyl-5-nitro-1H-pyrrole (1017279-01-4) → 5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-{(E)-3-[4-({methyl[(1-methyl-5-nitro-2-pyrrolyl)methyl]amino}methyl)phenyl]-2-propenoyl}-1,2-dihydro-3H-benzo[e]indole (1017278-92-0)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: oxalyl dichloride / N,N-dimethyl-formamide; acetonitrile / 2 h

4: triethylamine / tetrahydrofuran / 2 h / 20 °C

With oxalyl dichloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmc.2011.12.007

Reference yield:

(E)-(4-{methyl[(1-methyl-5-nitro-2-pyrrolyl)methyl]-amino}methyl)cinnamic acid trifluoroacetate (1017279-00-3) → 5-[bis(tert-butoxycarbonyl)]amino-1-(chloromethyl)-3-{(E)-3-[4-({methyl[(1-methyl-5-nitro-2-pyrrolyl)methyl]amino}methyl)phenyl]-2-propenoyl}-1,2-dihydro-3H-benzo[e]indole (1017278-92-0)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride / N,N-dimethyl-formamide; acetonitrile / 2 h

2: triethylamine / tetrahydrofuran / 2 h / 20 °C

With oxalyl dichloride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmc.2011.12.007

upstream raw materials:

2-(bromomethyl)-1-methyl-5-nitro-1H-pyrrole

(E)-tert-butyl 3-(4-(bromomethyl)phenyl)acrylate

tert-butyl (E)-(4-{methyl[(1-methyl-5-nitro-2-pyrrolyl)methyl]amino}methyl)cinnamate

(E)-(4-{methyl[(1-methyl-5-nitro-2-pyrrolyl)methyl]-amino}methyl)cinnamic acid trifluoroacetate