(E)-di(tert-butyl) 1-(chloromethyl)-3-((2E)-3-(4-((methyl((1-methyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)methyl)amino)methyl)phenyl)-2-propenoyl)-2,3-dihydro-1H-benzo[e]indol-5-ylimidodicarbonate

Base Information

• Chemical Name: (E)-di(tert-butyl) 1-(chloromethyl)-3-((2E)-3-(4-((methyl((1-methyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)methyl)amino)methyl)phenyl)-2-propenoyl)-2,3-dihydro-1H-benzo[e]indol-5-ylimidodicarbonate
• CAS No.: 1357580-79-0
• Molecular Formula: C₄₁H₄₉ClN₄O₇S
• Molecular Weight: 777.382
• Mol file: 1357580-79-0.mol

Synonyms:(E)-di(tert-butyl) 1-(chloromethyl)-3-((2E)-3-(4-((methyl((1-methyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)methyl)amino)methyl)phenyl)-2-propenoyl)-2,3-dihydro-1H-benzo[e]indol-5-ylimidodicarbonate

Chemical Property of (E)-di(tert-butyl) 1-(chloromethyl)-3-((2E)-3-(4-((methyl((1-methyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)methyl)amino)methyl)phenyl)-2-propenoyl)-2,3-dihydro-1H-benzo[e]indol-5-ylimidodicarbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-di(tert-butyl) 1-(chloromethyl)-3-((2E)-3-(4-((methyl((1-methyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)methyl)amino)methyl)phenyl)-2-propenoyl)-2,3-dihydro-1H-benzo[e]indol-5-ylimidodicarbonate

There total 12 articles about (E)-di(tert-butyl) 1-(chloromethyl)-3-((2E)-3-(4-((methyl((1-methyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)methyl)amino)methyl)phenyl)-2-propenoyl)-2,3-dihydro-1H-benzo[e]indol-5-ylimidodicarbonate 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: 86.0%

di-tert-butyl dicarbonate (24424-99-5) + (E)-1-(5-amino-1-(chloromethyl)-1H-benzo[e]indol-3(2H)-yl)-3-(4-((methyl((1-methyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)methyl)amino)methyl)phenyl)prop-2-en-1-one (1357580-78-9) → (E)-di(tert-butyl) 1-(chloromethyl)-3-((2E)-3-(4-((methyl((1-methyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)methyl)amino)methyl)phenyl)-2-propenoyl)-2,3-dihydro-1H-benzo[e]indol-5-ylimidodicarbonate (1357580-79-0)

Guidance literature:

With dmap; In tetrahydrofuran; 1,4-dioxane; Reflux;

DOI:10.1016/j.bmc.2011.12.007

Reference yield:

C16H17ClN2*(x)ClH → (E)-di(tert-butyl) 1-(chloromethyl)-3-((2E)-3-(4-((methyl((1-methyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)methyl)amino)methyl)phenyl)-2-propenoyl)-2,3-dihydro-1H-benzo[e]indol-5-ylimidodicarbonate (1357580-79-0)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C / Cooling with ice

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; camphor-10-sulfonic acid; sodium benzenesulfonate / dichloromethane / 3 h / 20 °C / Inert atmosphere

3: dmap / tetrahydrofuran; 1,4-dioxane / Reflux

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; camphor-10-sulfonic acid; sodium benzenesulfonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1016/j.bmc.2011.12.007

Reference yield:

(E)-tert-butyl 3-(4-((methyl((1-methyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)methyl)amino)methyl)phenyl)acrylate (1357580-74-5) → (E)-di(tert-butyl) 1-(chloromethyl)-3-((2E)-3-(4-((methyl((1-methyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)methyl)amino)methyl)phenyl)-2-propenoyl)-2,3-dihydro-1H-benzo[e]indol-5-ylimidodicarbonate (1357580-79-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 0 - 20 °C

2: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 20 °C

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 20 °C / Cooling with ice

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; camphor-10-sulfonic acid; sodium benzenesulfonate / dichloromethane / 3 h / 20 °C / Inert atmosphere

5: dmap / tetrahydrofuran; 1,4-dioxane / Reflux

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; camphor-10-sulfonic acid; sodium benzenesulfonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2011.12.007

upstream raw materials:

2-(bromomethyl)-1-methyl-5-(methylsulfonyl)pyrrole

(E)-tert-butyl 3-(4-((methyl((1-methyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)methyl)amino)methyl)phenyl)acrylate

(E)-1-(1-(chloromethyl)-5-(allylamino)-1H-benzo[e]indol-3(2H)-yl)-3-(4-((methyl((1-methyl-5-(methylsulfonyl)-1H-pyrrol-2-yl)methyl)amino)methyl)phenyl)prop-2-en-1-one

di-tert-butyl dicarbonate

Downstream raw materials:

C₃₂H₃₃⁽³⁾H₃ClN₄O₃S⁽¹⁺⁾*Cl^(1-)

C₄₂H₄₉⁽³⁾H₃ClN₄O₇S⁽¹⁺⁾*I^(1-)