7,8-Dimethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester

Base Information

Chemical Name:7,8-Dimethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester
CAS No.:184957-88-8
Molecular Formula:C₂₄H₂₈N₂O₆S
Molecular Weight:472.562
Hs Code.:

Synonyms:7,8-Dimethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester

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Chemical Property of 7,8-Dimethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester

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Technology Process of 7,8-Dimethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester

There total 8 articles about 7,8-Dimethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester 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:

: 105908-35-8
6,7-dimethoxy-4-methylquinoline

: 184957-88-8
7,8-Dimethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 63 percent / HNO₃ / 1.) -50-(-40) deg C, 1 h, 2.) -30 deg C, 25 min

2: 73 percent / TFA, t-BuI, I₂, FeCl₂ / dimethylsulfoxide / 5 h / 80 - 85 °C

3: 93 percent / HCl / diethyl ether / 65 h / Heating

4: 86 percent / NiCl₂, BaBH₄ / methanol / 0.08 h / 50 °C

5: 64 percent / aq. HCl / tetrahydrofuran / 1 h / 40 °C

6: CH₂Cl₂ / 15 h / Ambient temperature

7: 1.) NaH / 1.) THF, room temperature - 45 min, reflux - 15 min, 2.) THF, room temperature, 14 h

With hydrogenchloride; iodine; nitric acid; sodium hydride; tert-Butyl iodide; trifluoroacetic acid; nickel dichloride; iron(II) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo961743z

Reference yield:

: 159394-51-1
4-formyl-6,7-dimethoxy-5-nitroquinoline

: 184957-88-8
7,8-Dimethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / HCl / diethyl ether / 65 h / Heating

2: 86 percent / NiCl₂, BaBH₄ / methanol / 0.08 h / 50 °C

3: 64 percent / aq. HCl / tetrahydrofuran / 1 h / 40 °C

4: CH₂Cl₂ / 15 h / Ambient temperature

5: 1.) NaH / 1.) THF, room temperature - 45 min, reflux - 15 min, 2.) THF, room temperature, 14 h

With hydrogenchloride; sodium hydride; nickel dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo961743z

Reference yield:

: 6315-89-5
3,4-dimethoxyaniline

: 184957-88-8
7,8-Dimethoxy-1-(toluene-4-sulfonyl)-3,4-dihydro-1H-pyrrolo[4,3,2-de]quinoline-5-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) AcOH, FeCl₃, 2.) AcOH / 1.) 60 deg C, 5 min, 2.) reflux, 5 h

2: 63 percent / HNO₃ / 1.) -50-(-40) deg C, 1 h, 2.) -30 deg C, 25 min

3: 73 percent / TFA, t-BuI, I₂, FeCl₂ / dimethylsulfoxide / 5 h / 80 - 85 °C

4: 93 percent / HCl / diethyl ether / 65 h / Heating

5: 86 percent / NiCl₂, BaBH₄ / methanol / 0.08 h / 50 °C

6: 64 percent / aq. HCl / tetrahydrofuran / 1 h / 40 °C

7: CH₂Cl₂ / 15 h / Ambient temperature

8: 1.) NaH / 1.) THF, room temperature - 45 min, reflux - 15 min, 2.) THF, room temperature, 14 h

With hydrogenchloride; iodine; nitric acid; iron(III) chloride; sodium hydride; tert-Butyl iodide; acetic acid; trifluoroacetic acid; nickel dichloride; iron(II) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo961743z