N-((1-benzyl-5-methoxy-1H-indol-2-yl)methyl)-4-methyl-N-(3-(2-methyl-1-tosylaziridin-2-yl)prop-2-ynyl)benzenesulfonamide

Base Information

Chemical Name:N-((1-benzyl-5-methoxy-1H-indol-2-yl)methyl)-4-methyl-N-(3-(2-methyl-1-tosylaziridin-2-yl)prop-2-ynyl)benzenesulfonamide
CAS No.:1529806-71-0
Molecular Formula:C₃₇H₃₇N₃O₅S₂
Molecular Weight:667.85
Hs Code.:

Synonyms:N-((1-benzyl-5-methoxy-1H-indol-2-yl)methyl)-4-methyl-N-(3-(2-methyl-1-tosylaziridin-2-yl)prop-2-ynyl)benzenesulfonamide

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Chemical Property of N-((1-benzyl-5-methoxy-1H-indol-2-yl)methyl)-4-methyl-N-(3-(2-methyl-1-tosylaziridin-2-yl)prop-2-ynyl)benzenesulfonamide

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Technology Process of N-((1-benzyl-5-methoxy-1H-indol-2-yl)methyl)-4-methyl-N-(3-(2-methyl-1-tosylaziridin-2-yl)prop-2-ynyl)benzenesulfonamide

There total 12 articles about N-((1-benzyl-5-methoxy-1H-indol-2-yl)methyl)-4-methyl-N-(3-(2-methyl-1-tosylaziridin-2-yl)prop-2-ynyl)benzenesulfonamide 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:

: 1584210-03-6
3-(2-methyl-1-tosylaziridin-2-yl)prop-2-yn-1-ol

: 1584220-68-7
C₂₄H₂₄N₂O₃S

: 1529806-71-0
N-((1-benzyl-5-methoxy-1H-indol-2-yl)methyl)-4-methyl-N-(3-(2-methyl-1-tosylaziridin-2-yl)prop-2-ynyl)benzenesulfonamide

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene; Inert atmosphere;
DOI:10.1016/j.tet.2013.11.084

Reference yield:

: 100-39-0
benzyl bromide

: 1529806-71-0
N-((1-benzyl-5-methoxy-1H-indol-2-yl)methyl)-4-methyl-N-(3-(2-methyl-1-tosylaziridin-2-yl)prop-2-ynyl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium hydroxide / N,N-dimethyl-formamide / 0.33 h / 0 °C

1.2: 1 h / 0 - 20 °C

2.1: n-butyllithium / diethyl ether / 3 h / 20 °C / Reflux

2.2: 3 h / Reflux

3.1: titanium(IV) tetraethanolate / toluene / 4 h / Reflux

4.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 4 h / 0 - 20 °C

5.1: triphenylphosphine; diethylazodicarboxylate / toluene / Inert atmosphere

With titanium(IV) tetraethanolate; sodium tetrahydroborate; n-butyllithium; triphenylphosphine; potassium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; toluene; 5.1: |Mitsunobu Displacement;
DOI:10.1016/j.tet.2013.11.084

Reference yield:

: 70-55-3
toluene-4-sulfonamide

: 1529806-71-0
N-((1-benzyl-5-methoxy-1H-indol-2-yl)methyl)-4-methyl-N-(3-(2-methyl-1-tosylaziridin-2-yl)prop-2-ynyl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium hydroxide / methanol / 10 °C

1.2: 3 h / 10 - 20 °C

2.1: tetrakis(acetonitrile)copper(I) perchlorate / acetonitrile / 0.25 h / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 0 °C

4.1: triphenylphosphine; diethylazodicarboxylate / toluene / Inert atmosphere

With tetrakis(acetonitrile)copper(I) perchlorate; tetrabutyl ammonium fluoride; triphenylphosphine; potassium hydroxide; diethylazodicarboxylate; In tetrahydrofuran; methanol; toluene; acetonitrile; 4.1: |Mitsunobu Displacement;
DOI:10.1016/j.tet.2013.11.084