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

Base Information

• Chemical Name: (7-(N-(2-((tert-butyldimethylsilyl)oxy)ethyl)sulfamoyl)-3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-5-nitro-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate
• CAS No.: 1363480-84-5
• Molecular Formula: C₄₁H₅₁N₅O₁₀S₂Si
• Molecular Weight: 866.101
• Mol file: 1363480-84-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 14 articles about (7-(N-(2-((tert-butyldimethylsilyl)oxy)ethyl)sulfamoyl)-3-(5-(2-(dimethylamino)ethoxy)-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: 65.0%

N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-1-(hydroxymethyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-sulfonamide (1363480-76-5) + benzenesulfonyl chloride (1939-99-7) → (7-(N-(2-((tert-butyldimethylsilyl)oxy)ethyl)sulfamoyl)-3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-5-nitro-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate (1363480-84-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm201717y

Reference yield:

1-(1-(chloromethyl)-1H-benzo[e]indol-3(2H)-yl)-2,2,2-trifluoroethanone (885226-91-5) → (7-(N-(2-((tert-butyldimethylsilyl)oxy)ethyl)sulfamoyl)-3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-5-nitro-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate (1363480-84-5)

Guidance literature:

Multi-step reaction with 10 steps

1: sodium iodide / butanone / 17 h / 85 °C

2: acetonitrile / 24 h / Darkness

3: acetic acid / 48 h / Darkness

4: chlorosulfonic acid / dichloromethane / -80 - 5 °C

5: oxalyl dichloride / N,N-dimethyl-formamide / 3 h / -10 - 5 °C

6: sulfuric acid; potassium nitrate / 0.25 h / -12 °C

7: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.33 h / 0 °C

8: water; caesium carbonate / methanol / 2.5 h / 0 - 20 °C

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

10: pyridine / dichloromethane / 2 h / 0 °C / Inert atmosphere

With pyridine; chlorosulfonic acid; oxalyl dichloride; sulfuric acid; water; caesium carbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium nitrate; N-ethyl-N,N-diisopropylamine; sodium iodide; In methanol; dichloromethane; N,N-dimethyl acetamide; acetic acid; N,N-dimethyl-formamide; acetonitrile; butanone;

DOI:10.1021/jm201717y

Reference yield:

2,2,2-trifluoro-1-(1-(iodomethyl)-1,2-dihydro-3H-benzo[e]indol-3-yl)ethan-1-one (1214876-51-3) → (7-(N-(2-((tert-butyldimethylsilyl)oxy)ethyl)sulfamoyl)-3-(5-(2-(dimethylamino)ethoxy)-1H-indole-2-carbonyl)-5-nitro-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl phenylmethanesulfonate (1363480-84-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 18-crown-6 ether / acetic acid / 120 h / 100 °C

2: chlorosulfonic acid / dichloromethane / -80 - 5 °C

3: oxalyl dichloride / N,N-dimethyl-formamide / 3 h / -10 - 5 °C

4: sulfuric acid; potassium nitrate / 0.25 h / -12 °C

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.33 h / 0 °C

6: water; caesium carbonate / methanol / 2.5 h / 0 - 20 °C

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

8: pyridine / dichloromethane / 2 h / 0 °C / Inert atmosphere

With pyridine; chlorosulfonic acid; oxalyl dichloride; 18-crown-6 ether; sulfuric acid; water; caesium carbonate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium nitrate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl acetamide; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm201717y

upstream raw materials:

tert-butyl (1-bromonaphthalen-2-yl)carbamate

tert-butyl 1-(chloromethyl)-1,2-dihydro-3H-benzo[e]indole-3-carboxylate

1-(1-(chloromethyl)-1H-benzo[e]indol-3(2H)-yl)-2,2,2-trifluoroethanone

(3-(2,2,2-trifluoroacetyl)-2,3-dihydro-1H-benzo[e]indol-1-yl)-methyl methanesulfonate

Downstream raw materials:

C₂HF₃O₂*C₃₅H₃₇N₅O₁₀S₂