(E)-1-(bromomethyl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-sulfonamide

Base Information

Chemical Name:(E)-1-(bromomethyl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-sulfonamide
CAS No.:1345690-14-3
Molecular Formula:C₃₁H₃₈BrN₃O₇SSi
Molecular Weight:704.714
Hs Code.:

Synonyms:(E)-1-(bromomethyl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-sulfonamide

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Chemical Property of (E)-1-(bromomethyl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-sulfonamide

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Technology Process of (E)-1-(bromomethyl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-sulfonamide

There total 10 articles about (E)-1-(bromomethyl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-sulfonamide 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: 70.0%

: 1214876-59-1
1-(bromomethyl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-sulfonamide

: 943-89-5
(E)-3-(4-methoxyphenyl)acrylic acid

: 1345690-14-3
(E)-1-(bromomethyl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-sulfonamide

Guidance literature:: With EDCI*HBr; toluene-4-sulfonic acid; In dichloromethane; for 4h;
DOI:10.1016/j.bmc.2011.08.045

Reference yield:

: 1214876-55-7
1-(bromomethyl)-3-(2,2,2-trifluoroacetyl)-2,3-dihydro-1H-benzo[e]indole-7-sulfonyl chloride

: 1345690-14-3
(E)-1-(bromomethyl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-sulfonamide

Guidance literature:: Multi-step reaction with 5 steps

1: sulfuric acid; potassium nitrate / 0.25 h / 0 °C

2: dichloromethane / 0.25 h / 0 °C

3: methanol; caesium carbonate / dichloromethane; water / 0.25 h / 0 °C

4: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1.25 h / 0 - 20 °C

5: EDCI*HBr; toluene-4-sulfonic acid / dichloromethane / 4 h

With methanol; sulfuric acid; EDCI*HBr; caesium carbonate; toluene-4-sulfonic acid; potassium nitrate; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.08.045

Reference yield:

: 1214876-54-6
(7-(chlorosulfonyl)-3-(2,2,2-trifluoroacetyl)-2,3-dihydro-1H-benzo[e]indol-1-yl)methyl methanesulfonate

: 1345690-14-3
(E)-1-(bromomethyl)-N-(2-((tert-butyldimethylsilyl)oxy)ethyl)-3-(3-(4-methoxyphenyl)acryloyl)-5-nitro-2,3-dihydro-1H-benzo[e]indole-7-sulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: lithium bromide / tetrahydrofuran / 96 h

2: sulfuric acid; potassium nitrate / 0.25 h / 0 °C

3: dichloromethane / 0.25 h / 0 °C

4: methanol; caesium carbonate / dichloromethane; water / 0.25 h / 0 °C

5: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1.25 h / 0 - 20 °C

6: EDCI*HBr; toluene-4-sulfonic acid / dichloromethane / 4 h

With methanol; sulfuric acid; EDCI*HBr; caesium carbonate; toluene-4-sulfonic acid; potassium nitrate; N-ethyl-N,N-diisopropylamine; lithium bromide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.08.045