Toluene-4-sulfonic acid 6-bromo-1-(4,5-dihydro-3H-pyrrol-2-yl)-9H-β-carbolin-8-yl ester

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Chemical Name:Toluene-4-sulfonic acid 6-bromo-1-(4,5-dihydro-3H-pyrrol-2-yl)-9H-β-carbolin-8-yl ester
CAS No.:126260-54-6
Molecular Formula:C₂₂H₁₈BrN₃O₃S
Molecular Weight:484.373
Hs Code.:

Synonyms:Toluene-4-sulfonic acid 6-bromo-1-(4,5-dihydro-3H-pyrrol-2-yl)-9H-β-carbolin-8-yl ester

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Chemical Property of Toluene-4-sulfonic acid 6-bromo-1-(4,5-dihydro-3H-pyrrol-2-yl)-9H-β-carbolin-8-yl ester

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Technology Process of Toluene-4-sulfonic acid 6-bromo-1-(4,5-dihydro-3H-pyrrol-2-yl)-9H-β-carbolin-8-yl ester

There total 10 articles about Toluene-4-sulfonic acid 6-bromo-1-(4,5-dihydro-3H-pyrrol-2-yl)-9H-β-carbolin-8-yl 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: 61.0%

: 201684-38-0
Toluene-4-sulfonic acid 6-bromo-1-(4,5-dihydro-3H-pyrrol-2-yl)-4,9-dihydro-3H-β-carbolin-8-yl ester

: 126260-54-6
Toluene-4-sulfonic acid 6-bromo-1-(4,5-dihydro-3H-pyrrol-2-yl)-9H-β-carbolin-8-yl ester

Guidance literature:: With manganese(IV) oxide; In chloroform; for 1h; Heating;
DOI:10.1016/S0040-4020(97)10255-1

Reference yield:

: 126260-58-0
ethyl 5-bromo-7-tosyloxyindole-2-carboxylate

: 126260-54-6
Toluene-4-sulfonic acid 6-bromo-1-(4,5-dihydro-3H-pyrrol-2-yl)-9H-β-carbolin-8-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / conc. H₂SO₄ / acetic acid; H₂O / 10 h / 130 °C

2: 74 percent / copper-chromite, quinoline / 2.5 h / 200 °C

3: 1) POCl₃, 2) NaHCO₃ / 1) room temperature, 3 h, 2) H₂O, 80 deg C, 30 min

4: 100 percent / AcONH₄ / 3 h / Heating

5: 72 percent / LIAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

6: 63 percent / Et₃N, diethyl phosphorocyanidate / dimethylformamide / 0.5 h / Ambient temperature

7: 1) polyphosphoric ester, 2) H₂O / 1) dichloroethane, reflux, 1.2 h, 2) room temperature, 4 h

8: 61 percent / MnO₂ / CHCl₃ / 1 h / Heating

With quinoline; manganese(IV) oxide; lithium aluminium tetrahydride; polyphosphoric ester; copper chromite; diethyl cyanophosphonate; sulfuric acid; ammonium acetate; water; sodium hydrogencarbonate; triethylamine; trichlorophosphate; In tetrahydrofuran; chloroform; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10255-1

Reference yield:

: 126260-59-1
(E)-5-bromo-3-nitrovinyl-7-(p-toluenesulfonyloxy)indole

: 126260-54-6
Toluene-4-sulfonic acid 6-bromo-1-(4,5-dihydro-3H-pyrrol-2-yl)-9H-β-carbolin-8-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / LIAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

2: 63 percent / Et₃N, diethyl phosphorocyanidate / dimethylformamide / 0.5 h / Ambient temperature

3: 1) polyphosphoric ester, 2) H₂O / 1) dichloroethane, reflux, 1.2 h, 2) room temperature, 4 h

4: 61 percent / MnO₂ / CHCl₃ / 1 h / Heating

With manganese(IV) oxide; lithium aluminium tetrahydride; polyphosphoric ester; diethyl cyanophosphonate; water; triethylamine; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10255-1