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

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Chemical Name:cyanomethyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate
CAS No.:1533429-91-2
Molecular Formula:C₂₆H₂₃N₅O₈
Molecular Weight:533.497
Hs Code.:

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

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

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

There total 5 articles about cyanomethyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(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:

: 1533429-86-5
3-(chloromethyl)-1-tosyl-1H-pyrrolo[2,3-f]quinoline

: 107-14-2
chloroacetonitrile

: 1533429-91-2
cyanomethyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate

Guidance literature:: 3-(chloromethyl)-1-tosyl-1H-pyrrolo[2,3-f]quinoline; With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 2h;

chloroacetonitrile; With triethylamine; In N,N-dimethyl-formamide; at 23 ℃; for 16h; Inert atmosphere;
DOI:10.1021/ol403429e

Reference yield:

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

: 1533429-91-2
cyanomethyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

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

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

3.1: lithium hydroxide / methanol; tetrahydrofuran; water / 2 h / 20 °C

3.2: 16 h / 23 °C / Inert atmosphere

With sodium tetrahydroborate; thionyl chloride; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1021/ol403429e

Reference yield:

: 1533429-85-4
(1-tosyl-1H-pyrrolo[2,3-f]quinolin-3-yl)methanol

: 1533429-91-2
cyanomethyl (S)-2-((4,5-dimethoxy-2-nitrobenzyloxy)carbonyl)-3-(1H-pyrrolo[2,3-f]quinolin-3-yl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: lithium hydroxide / methanol; tetrahydrofuran; water / 2 h / 20 °C

2.2: 16 h / 23 °C / Inert atmosphere

With thionyl chloride; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ol403429e