1-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2,3-(tetrahydro-1H-azocino[5,4b]-indol-3-yl)-2,5-dihydro-1H-pyrrole]}-2-carboxylic acid methyl ester

Base Information

Chemical Name:1-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2,3-(tetrahydro-1H-azocino[5,4b]-indol-3-yl)-2,5-dihydro-1H-pyrrole]}-2-carboxylic acid methyl ester
CAS No.:1332699-78-1
Molecular Formula:C₂₆H₂₆N₂O₅S
Molecular Weight:478.569
Hs Code.:

Synonyms:1-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2,3-(tetrahydro-1H-azocino[5,4b]-indol-3-yl)-2,5-dihydro-1H-pyrrole]}-2-carboxylic acid methyl ester

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Chemical Property of 1-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2,3-(tetrahydro-1H-azocino[5,4b]-indol-3-yl)-2,5-dihydro-1H-pyrrole]}-2-carboxylic acid methyl ester

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Technology Process of 1-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2,3-(tetrahydro-1H-azocino[5,4b]-indol-3-yl)-2,5-dihydro-1H-pyrrole]}-2-carboxylic acid methyl ester

There total 14 articles about 1-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2,3-(tetrahydro-1H-azocino[5,4b]-indol-3-yl)-2,5-dihydro-1H-pyrrole]}-2-carboxylic acid methyl 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: 26.0%

: 1332699-77-0
1-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indol-3-yl]ethyl}-2-vinyl-2,5-dihydro-1H-pyrrole-2-carboxylic acid methyl ester

: 1332699-78-1
1-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2,3-(tetrahydro-1H-azocino[5,4b]-indol-3-yl)-2,5-dihydro-1H-pyrrole]}-2-carboxylic acid methyl ester

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 20 - 50 ℃; for 141h; under 12929 Torr; Microwave irradiation; Inert atmosphere;
DOI:10.1021/ol201980r

Reference yield:

: 1332699-70-3
3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indole

: 1332699-78-1
1-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2,3-(tetrahydro-1H-azocino[5,4b]-indol-3-yl)-2,5-dihydro-1H-pyrrole]}-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere

2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 3 h / 80 °C / Inert atmosphere

3: sodium tris(acetoxy)borohydride / dichloromethane / 20 °C / Inert atmosphere

4: pyridine / para-xylene / 3 h / 140 °C / 12929 Torr / Microwave irradiation; Inert atmosphere

5: tetra-(n-butyl)ammonium iodide; potassium carbonate / acetonitrile / 3 h / 80 °C / 12929 Torr / Microwave irradiation; Inert atmosphere

6: Grubbs catalyst first generation / dichloromethane / 21 h / 20 - 50 °C / 12929 Torr / Microwave irradiation; Inert atmosphere

7: Grubbs catalyst first generation / dichloromethane / 141 h / 20 - 50 °C / 12929 Torr / Microwave irradiation; Inert atmosphere

With pyridine; Grubbs catalyst first generation; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium tris(acetoxy)borohydride; potassium carbonate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; para-xylene; ethyl acetate; acetonitrile;
DOI:10.1021/ol201980r

Reference yield:

: 1332699-71-4
2-[5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indol-3-yl]ethanol

: 1332699-78-1
1-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2,3-(tetrahydro-1H-azocino[5,4b]-indol-3-yl)-2,5-dihydro-1H-pyrrole]}-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 3 h / 80 °C / Inert atmosphere

2: sodium tris(acetoxy)borohydride / dichloromethane / 20 °C / Inert atmosphere

3: pyridine / para-xylene / 3 h / 140 °C / 12929 Torr / Microwave irradiation; Inert atmosphere

4: tetra-(n-butyl)ammonium iodide; potassium carbonate / acetonitrile / 3 h / 80 °C / 12929 Torr / Microwave irradiation; Inert atmosphere

5: Grubbs catalyst first generation / dichloromethane / 21 h / 20 - 50 °C / 12929 Torr / Microwave irradiation; Inert atmosphere

6: Grubbs catalyst first generation / dichloromethane / 141 h / 20 - 50 °C / 12929 Torr / Microwave irradiation; Inert atmosphere

With pyridine; Grubbs catalyst first generation; tetra-(n-butyl)ammonium iodide; sodium tris(acetoxy)borohydride; potassium carbonate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; para-xylene; ethyl acetate; acetonitrile;
DOI:10.1021/ol201980r