3-[6-(benzyloxy)-1-(tert-butoxycarbonyl)-1H-indol-3-yl]-4-(4-hydroxy-1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione

Base Information

• Chemical Name: 3-[6-(benzyloxy)-1-(tert-butoxycarbonyl)-1H-indol-3-yl]-4-(4-hydroxy-1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione
• CAS No.: 1287221-11-7
• Molecular Formula: C₃₃H₂₉N₃O₆
• Molecular Weight: 563.61
• Mol file: 1287221-11-7.mol

Synonyms:3-[6-(benzyloxy)-1-(tert-butoxycarbonyl)-1H-indol-3-yl]-4-(4-hydroxy-1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione

Chemical Property of 3-[6-(benzyloxy)-1-(tert-butoxycarbonyl)-1H-indol-3-yl]-4-(4-hydroxy-1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[6-(benzyloxy)-1-(tert-butoxycarbonyl)-1H-indol-3-yl]-4-(4-hydroxy-1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione

There total 3 articles about 3-[6-(benzyloxy)-1-(tert-butoxycarbonyl)-1H-indol-3-yl]-4-(4-hydroxy-1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione 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: 89.0%

3-[6-(benzyloxy)-1-(tert-butoxycarbonyl)-1H-indol-3-yl]-1-methyl-4-[4-(tetrahydro-2H-pyran-2-yloxy)-1H-indol-3-yl]-1H-pyrrole-2,5-dione (1287221-04-8) → 3-[6-(benzyloxy)-1-(tert-butoxycarbonyl)-1H-indol-3-yl]-4-(4-hydroxy-1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione (1287221-11-7)

Guidance literature:

With Amberlyst 15; In methanol; for 1h; Reflux;

DOI:10.1055/s-0030-1258340

Reference yield:

4-(tetrahydro-2H-pyran-2-yloxy)-1H-indole (188185-75-3) → 3-[6-(benzyloxy)-1-(tert-butoxycarbonyl)-1H-indol-3-yl]-4-(4-hydroxy-1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione (1287221-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethylmagnesium chloride / tetrahydrofuran / 20 - 50 °C

1.2: 6 h / 50 °C

2.1: Amberlyst 15 / methanol / 1 h / Reflux

With ethylmagnesium chloride; In tetrahydrofuran; methanol;

DOI:10.1055/s-0030-1258340

Reference yield:

tert-butyl 6-(benzyloxy)-3-(4-bromo-1-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)-1H-indole-1-carboxylate (174402-44-9) → 3-[6-(benzyloxy)-1-(tert-butoxycarbonyl)-1H-indol-3-yl]-4-(4-hydroxy-1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione (1287221-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethylmagnesium chloride / tetrahydrofuran / 20 - 50 °C

1.2: 6 h / 50 °C

2.1: Amberlyst 15 / methanol / 1 h / Reflux

With ethylmagnesium chloride; In tetrahydrofuran; methanol;

DOI:10.1055/s-0030-1258340

upstream raw materials:

3-[6-(benzyloxy)-1-(tert-butoxycarbonyl)-1H-indol-3-yl]-1-methyl-4-[4-(tetrahydro-2H-pyran-2-yloxy)-1H-indol-3-yl]-1H-pyrrole-2,5-dione

tert-butyl 6-(benzyloxy)-3-(4-bromo-1-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)-1H-indole-1-carboxylate

4-(tetrahydro-2H-pyran-2-yloxy)-1H-indole

Downstream raw materials:

12-(benzyloxy)-2-methyl-5,10-dihydro-1H-pyrrolo[3',4':4,5]oxocino[2,3-b:6,7,8-c',d']diindole-1,3(2H)-dione

C₂₇H₁₆N₂O₅

O-benzylarcyroxocin B

12-(benzyloxy)-10-(tert-butoxycarbonyl)-2-methyl-5,10-dihydro-1H-pyrrolo[3',4':4,5]oxocino[2,3-b:6,7,8-c',d']diindole-1,3(2H)-dione