methyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(1-tosyl-1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate

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Chemical Name:methyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(1-tosyl-1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate
CAS No.:1533429-89-8
Molecular Formula:C₃₂H₃₀N₄O₁₀S
Molecular Weight:662.677
Hs Code.:

Synonyms:methyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(1-tosyl-1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate

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Chemical Property of methyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(1-tosyl-1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate

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Technology Process of methyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(1-tosyl-1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate

There total 7 articles about methyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(1-tosyl-1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate 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: 92.0%

: 42855-00-5
nitroveratryloxycarbonyl chloride

: 1533429-88-7
methyl (S)-2-amino-3-(1-tosyl-1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate

: 1533429-89-8
methyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(1-tosyl-1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate

Guidance literature:: With potassium carbonate; In 1,4-dioxane; water; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/ol403429e

Reference yield:

: 1533429-84-3
1-tosyl-1H-pyrrolo[2,3-f]quinoline-3-carbaldehyde

: 1533429-89-8
methyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(1-tosyl-1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tetrahydroborate / ethanol / 2 h / 20 °C

2.1: triethylamine; thionyl chloride / dichloromethane / -10 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: hydrogenchloride / tetrahydrofuran; water / 2 h / 0 - 20 °C

5.1: potassium carbonate / water; 1,4-dioxane / 12 h / 20 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; thionyl chloride; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water;
DOI:10.1021/ol403429e

Reference yield:

: 118644-72-7
1H-pyrrolo[2,3-f]quinoline-3-carbaldehyde

: 1533429-89-8
methyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(1-tosyl-1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: N,N-dimethyl-formamide / 0.17 h / 0 °C / Inert atmosphere

1.2: 3 h / 0 °C / Inert atmosphere

2.1: sodium tetrahydroborate / ethanol / 2 h / 20 °C

3.1: triethylamine; thionyl chloride / dichloromethane / -10 - 20 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

5.1: hydrogenchloride / tetrahydrofuran; water / 2 h / 0 - 20 °C

6.1: potassium carbonate / water; 1,4-dioxane / 12 h / 20 °C / Inert atmosphere

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; thionyl chloride; potassium carbonate; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol403429e