methyl 5-tosyl-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline-8-carboxylate

Base Information

Chemical Name:methyl 5-tosyl-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline-8-carboxylate
CAS No.:1610967-24-2
Molecular Formula:C₂₆H₂₂N₂O₄S
Molecular Weight:458.538
Hs Code.:

Synonyms:methyl 5-tosyl-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline-8-carboxylate

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Chemical Property of methyl 5-tosyl-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline-8-carboxylate

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Technology Process of methyl 5-tosyl-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline-8-carboxylate

There total 7 articles about methyl 5-tosyl-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline-8-carboxylate 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: 90.0%

: 1610967-18-4
methyl (Z)-3-Azido-4-{[(4-methyl-N-{2-[3-(trimethylsilyl)prop-1-en-1-yl]phenyl}phenyl)sulfonamido]ethynyl}benzoate

: 1610967-24-2
methyl 5-tosyl-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline-8-carboxylate

Guidance literature:: With C₂₁H₁₂AuClF₉P*CF₃O₃S^(1-)*Ag⁽¹⁺⁾; In nitromethane; at 20 ℃; for 2h;
DOI:10.1021/ol5012604

Reference yield:

: 1610967-47-9
methyl 3-Azido-4-[(trimethylsilyl)ethynyl]benzoate

: 1610967-24-2
methyl 5-tosyl-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline-8-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 1 h / 20 °C / Inert atmosphere

1.2: 1 h / 20 °C / Inert atmosphere

2.1: copper(l) iodide; potassium phosphate / tetrahydrofuran / 3 h / 50 °C

3.1: C₂₁H₁₂AuClF₉P*CF₃O₃S^(1-)*Ag⁽¹⁺⁾ / nitromethane / 2 h / 20 °C

With potassium phosphate; copper(l) iodide; trimethylsilyl trifluoromethanesulfonate; C₂₁H₁₂AuClF₉P*CF₃O₃S^(1-)*Ag⁽¹⁺⁾; In tetrahydrofuran; nitromethane; acetonitrile;
DOI:10.1021/ol5012604

Reference yield:

: 1186611-25-5
methyl 3-amino-4-[(trimethylsilyl)ethynyl]benzoate

: 1610967-24-2
methyl 5-tosyl-11-vinyl-6,11-dihydro-5H-indolo[2,3-b]quinoline-8-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: trifluoroacetic acid; sodium nitrite / water / 1 h / 0 °C

1.2: 1 h / 0 °C

2.1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 1 h / 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

3.1: copper(l) iodide; potassium phosphate / tetrahydrofuran / 3 h / 50 °C

4.1: C₂₁H₁₂AuClF₉P*CF₃O₃S^(1-)*Ag⁽¹⁺⁾ / nitromethane / 2 h / 20 °C

With potassium phosphate; copper(l) iodide; trimethylsilyl trifluoromethanesulfonate; C₂₁H₁₂AuClF₉P*CF₃O₃S^(1-)*Ag⁽¹⁺⁾; trifluoroacetic acid; sodium nitrite; In tetrahydrofuran; nitromethane; water; acetonitrile; 1.1: |Sandmeyer Reaction / 1.2: |Sandmeyer Reaction;
DOI:10.1021/ol5012604