(3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-5-nitro-7-sulfamoyl-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate

Base Information

Chemical Name:(3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-5-nitro-7-sulfamoyl-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate
CAS No.:1363479-02-0
Molecular Formula:C₃₃H₃₃N₅O₉S₂
Molecular Weight:707.785
Hs Code.:

Synonyms:(3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-5-nitro-7-sulfamoyl-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate

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Chemical Property of (3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-5-nitro-7-sulfamoyl-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate

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Technology Process of (3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-5-nitro-7-sulfamoyl-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate

There total 13 articles about (3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-5-nitro-7-sulfamoyl-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate 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: 73.0%

: 1363480-38-9
3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-1-(hydroxymethyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-sulfonamide

: 1939-99-7
benzenesulfonyl chloride

: 1363479-02-0
(3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-5-nitro-7-sulfamoyl-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 0.333333h;
DOI:10.1021/jm201717y

Reference yield:

: 885227-48-5
methyl 6-{[(dimethylamino)carbonyl]sulfanyl}-2-naphthoate

: 1363479-02-0
(3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-5-nitro-7-sulfamoyl-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate

Guidance literature:: Multi-step reaction with 16 steps

1: sulfuryl dichloride; potassium nitrate / acetonitrile / 4.5 h / 0 °C

2: triethylamine / tetrahydrofuran / 96 h / 20 °C

3: potassium hydroxide / methanol; water / 0.5 h / Reflux

4: diphenylphosphoranyl azide; triethylamine / 17 h / Reflux

5: N-iodo-succinimide; toluene-4-sulfonic acid / dichloromethane; acetonitrile / 144 h / 20 °C / Darkness

6: sodium hydride / mineral oil / 2.75 h / 0 - 20 °C

7: tri-n-butyl-tin hydride / benzene / Reflux; Inert atmosphere

8: sulfuric acid / 14 h / 0 °C

9: tetrahydrofuran / 16 h / Reflux

10: zinc / tetrahydrofuran; water / 33 h / Reflux

11: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

12: triethylamine / tetrahydrofuran / 3.33 h / 0 °C

13: sulfuric acid; potassium nitrate / 0.2 h / 0 °C

14: methanol; caesium carbonate / tetrahydrofuran / 1 h / 20 °C

15: toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl acetamide / 22 h / 20 °C

16: pyridine / dichloromethane / 0.33 h / 0 °C

With pyridine; hydrogenchloride; methanol; N-iodo-succinimide; sulfuryl dichloride; sulfuric acid; diphenylphosphoranyl azide; tri-n-butyl-tin hydride; sodium hydride; caesium carbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium nitrate; triethylamine; potassium hydroxide; zinc; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl acetamide; water; acetonitrile; mineral oil; benzene; 4: Curtius reaction;
DOI:10.1021/jm201717y

Reference yield:

: C₁₂H₉ClO₄S

: 1363479-02-0
(3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-5-nitro-7-sulfamoyl-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate

Guidance literature:: Multi-step reaction with 15 steps

1: triethylamine / tetrahydrofuran / 96 h / 20 °C

2: potassium hydroxide / methanol; water / 0.5 h / Reflux

3: diphenylphosphoranyl azide; triethylamine / 17 h / Reflux

4: N-iodo-succinimide; toluene-4-sulfonic acid / dichloromethane; acetonitrile / 144 h / 20 °C / Darkness

5: sodium hydride / mineral oil / 2.75 h / 0 - 20 °C

6: tri-n-butyl-tin hydride / benzene / Reflux; Inert atmosphere

7: sulfuric acid / 14 h / 0 °C

8: tetrahydrofuran / 16 h / Reflux

9: zinc / tetrahydrofuran; water / 33 h / Reflux

10: hydrogenchloride / 1,4-dioxane / 2 h / 20 °C

11: triethylamine / tetrahydrofuran / 3.33 h / 0 °C

12: sulfuric acid; potassium nitrate / 0.2 h / 0 °C

13: methanol; caesium carbonate / tetrahydrofuran / 1 h / 20 °C

14: toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl acetamide / 22 h / 20 °C

15: pyridine / dichloromethane / 0.33 h / 0 °C

With pyridine; hydrogenchloride; methanol; N-iodo-succinimide; sulfuric acid; diphenylphosphoranyl azide; tri-n-butyl-tin hydride; sodium hydride; caesium carbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium nitrate; triethylamine; potassium hydroxide; zinc; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl acetamide; water; acetonitrile; mineral oil; benzene; 3: Curtius reaction;
DOI:10.1021/jm201717y