2-(allyl-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indol-3-yl]ethyl}amino)-2-vinylbut-3-enoic acid methyl ester

Base Information

• Chemical Name: 2-(allyl-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indol-3-yl]ethyl}amino)-2-vinylbut-3-enoic acid methyl ester
• CAS No.: 1332699-76-9
• Molecular Formula: C₃₀H₃₄N₂O₅S
• Molecular Weight: 534.676

Synonyms:2-(allyl-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indol-3-yl]ethyl}amino)-2-vinylbut-3-enoic acid methyl ester

Chemical Property of 2-(allyl-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indol-3-yl]ethyl}amino)-2-vinylbut-3-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-(allyl-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indol-3-yl]ethyl}amino)-2-vinylbut-3-enoic acid methyl ester

There total 12 articles about 2-(allyl-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indol-3-yl]ethyl}amino)-2-vinylbut-3-enoic 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: 93.0%

2-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indol-3-yl]ethylamino}-2-vinylbut-3-enoic acid methyl ester (1332699-74-7) + allyl bromide (106-95-6) → 2-(allyl-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indol-3-yl]ethyl}amino)-2-vinylbut-3-enoic acid methyl ester (1332699-76-9)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In acetonitrile; at 80 ℃; for 3h; under 12929 Torr; Microwave irradiation; Inert atmosphere;

DOI:10.1021/ol201980r

Reference yield:

3-[2-(tert-butyldiphenylsilanyloxy)ethyl]-5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indole (1332699-70-3) → 2-(allyl-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indol-3-yl]ethyl}amino)-2-vinylbut-3-enoic acid methyl ester (1332699-76-9)

Guidance literature:

Multi-step reaction with 5 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

With pyridine; 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:

2-[5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indol-3-yl]ethanol (1332699-71-4) → 2-(allyl-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2-vinyl-1H-indol-3-yl]ethyl}amino)-2-vinylbut-3-enoic acid methyl ester (1332699-76-9)

Guidance literature:

Multi-step reaction with 4 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

With pyridine; 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

upstream raw materials:

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

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

4-benzenesulfinyl-2-(2-benzenesulfinylethyl)-2-(benzhydrylideneamino)butyric acid methyl ester

2-amino-4-benzenesulfinyl-2-(2-benzenesulfinylethyl)butyric acid methyl ester

Downstream raw materials:

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

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

1-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2,3,7,8-hexahydro-(1H-azocino[5,4b]-indol-3-yl)-2,5-dihydro-1H-pyrrole]}-2-carboxylic acid methyl ester

1-{2-[5-methoxy-1-(toluene-4-sulfonyl)-2,3,7,8-hexahydro-(1H-azocino[5,4b]-indol-3-yl)-2,5-dihydro-1H-pyrrole]}-2-carboxylic acid

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