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

Base Information

Chemical Name:(7-cyano-3-(5-(2-hydroxyethoxy)-1H-indole-2-carbonyl)-5-nitro-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate
CAS No.:1363478-82-3
Molecular Formula:C₃₂H₂₆N₄O₈S
Molecular Weight:626.646
Hs Code.:

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

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

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

There total 19 articles about (7-cyano-3-(5-(2-hydroxyethoxy)-1H-indole-2-carbonyl)-5-nitro-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: 53.0%

: 885227-03-2
5-(2-hydroxyethoxy)-1H-indole-2-carboxylic acid

: 1363479-78-0
(7-cyano-5-nitro-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate

: 1363478-82-3
(7-cyano-3-(5-(2-hydroxyethoxy)-1H-indole-2-carbonyl)-5-nitro-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate

Guidance literature:: With toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl acetamide; at 20 ℃; for 2h;
DOI:10.1021/jm201717y

Reference yield:

: 885227-29-2
tert-butyl 1-(chloromethyl)-7-cyano-1,2-dihydro-3H-benzo[e]indole-3-carboxylate

: 1363478-82-3
(7-cyano-3-(5-(2-hydroxyethoxy)-1H-indole-2-carbonyl)-5-nitro-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate

Guidance literature:: Multi-step reaction with 10 steps

1.1: trifluoroacetic acid / dichloromethane / 20 °C

2.1: pyridine / 2 h / 0 °C

3.1: sodium iodide / butanone / Reflux

4.1: acetic acid / 48 h / Reflux

5.1: sulfuric acid; potassium nitrate / 0.45 h / -10 °C

6.1: caesium carbonate / tetrahydrofuran; water / 2 h / Reflux

6.2: 3 h / Reflux

7.1: tetrahydrofuran / 24 h / Inert atmosphere; Reflux

8.1: pyridine / dichloromethane / 6 h / 0 - 20 °C

9.1: trifluoroacetic acid / dichloromethane / 20 °C

10.1: toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl acetamide / 2 h / 20 °C

With pyridine; sulfuric acid; caesium carbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium nitrate; trifluoroacetic acid; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; acetic acid; butanone;
DOI:10.1021/jm201717y

Reference yield:

: 1363479-55-3
tert-butyl 1-(acetoxymethyl)-7-cyano-1H-benzo[e]indole-3(2H)-carboxylate

: 1363478-82-3
(7-cyano-3-(5-(2-hydroxyethoxy)-1H-indole-2-carbonyl)-5-nitro-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate

Guidance literature:: Multi-step reaction with 8 steps

1.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

2.1: pyridine / 4 h / 0 °C

3.1: sulfuric acid; potassium nitrate / 0.45 h / -10 °C

4.1: caesium carbonate / tetrahydrofuran; water / 2 h / Reflux

4.2: 3 h / Reflux

5.1: tetrahydrofuran / 24 h / Inert atmosphere; Reflux

6.1: pyridine / dichloromethane / 6 h / 0 - 20 °C

7.1: trifluoroacetic acid / dichloromethane / 20 °C

8.1: toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl acetamide / 2 h / 20 °C

With pyridine; sulfuric acid; caesium carbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium nitrate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water;
DOI:10.1021/jm201717y